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[ CAS No. 632-79-1 ] {[proInfo.proName]}

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Chemical Structure| 632-79-1
Chemical Structure| 632-79-1
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Product Details of [ 632-79-1 ]

CAS No. :632-79-1 MDL No. :MFCD00005919
Formula : C8Br4O3 Boiling Point : -
Linear Structure Formula :- InChI Key :QHWKHLYUUZGSCW-UHFFFAOYSA-N
M.W : 463.70 Pubchem ID :12443
Synonyms :

Safety of [ 632-79-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280 UN#:N/A
Hazard Statements:H317 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 632-79-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 632-79-1 ]

[ 632-79-1 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 632-79-1 ]
  • [ 60100-09-6 ]
  • [ 24407-32-7 ]
YieldReaction ConditionsOperation in experiment
With nitrobenzene
  • 2
  • [ 632-79-1 ]
  • [ 24407-32-7 ]
YieldReaction ConditionsOperation in experiment
95% With iron(III) chloride; guanidine hydrochloride; triethylamine at 60℃; for 0.0833333h; 4.2 General reaction procedure General procedure: A mixture of a cyclic anhydride 1 (1 mmol), guanidiniumchloride (2) (1 mmol), Et3N (2 mmol) and FeCl3 (10 mol%)in PEG-400 (0.5 mL) at 60°C for aromatic derivatives andat 100°C for aliphatic derivatives was stirred for an appropriatetime. The reaction progress was monitored by thinlayerchromatography. After the completion of the reaction,the reaction mixture was cooled to room temperature andthen was extracted with H2O and EtOAc. The organic layerwas dried over MgSO4 and then evaporated under reducedpressure. The residue was purified by column chromatographyon silica gel using n-hexane-EtOAc (7:3). The desired1H-isoindole-1,3(2H)-diones were obtained in 70-95%yields. Spectroscopy data for compounds 3 are in goodagreement with those previously reported.
94% With formamide In neat (no solvent) for 0.333333h; Milling; Heating; Green chemistry; General procedure General procedure: A mixture of anhydride (1 mmol), formamide (1.1 mmol for monoanhydrides and 2.2 mmol for dianhydrides) and 1 g clay was ground together in a mortar using pestle for the time described in Table 1. The reaction mixture was warmed. After completing the reaction (monitored by TLC, after observing no anhydride presence in the reaction mixture), the product was extracted by washing clay with chloroform (2×15 mL), the solvent was removed under vacuum to afford the relevant N-unsubstituted cyclic imide. The solid imide was washed thoroughly with water, dried, and then recrystallized from ethanol. The solid clay portion was washed with methanol and dried at 120 °C under a reduced pressure to be reused in the subsequent reactions which showed the gradual decrease in the activity (Table 1). Isolated products were characterized by melting points, IR, 1H NMR spectrometric data and were compared with the literature or authentic samples.
92% With choline chloride; urea at 140℃; for 1h; Green chemistry; General reaction procedure General procedure: DES ChCl/urea was synthesized as described in literature(Abbott et al. 2004). Briefly, choline chloride and urea with the molar ratio of 1:2 were stirred at 80 °C for 1 h until a clear and transparent solution was formed (Fig. 1). The obtained DES was used without additional purification. Into a 25-mL round-bottom flask were added ChCl/urea (5.19 g, 20 mmol), phthalic anhydride (1.48 g, 10 mmol) and urea (0.60 g, 10 mmol) in successive, then the mixture was heated at 140 °C for 1 h under vigorous stirring. The reaction progress was monitored by GC analysis. After reaction, the reaction mixture was cooled to room temperature, followed by addition of 2 mL of water. The DES was dissolved and the product was precipitated. The solid was collected by filtration and washed thoroughly with water. The white solid was dried thoroughly to afford the product in a yield of 84%. The DES was recovered by evaporation of water under vacuum, and subjected to next run. The product was received in a yield of yield of 95% in the second run.
89% With potassium cyanate In N,N-dimethyl-formamide for 0.05h; microwave irradiation;

  • 3
  • [ 1336-21-6 ]
  • [ 632-79-1 ]
  • [ 24407-32-7 ]
YieldReaction ConditionsOperation in experiment
1 Preparation of 3,4,5,6-Tetrabromophthalimide EXAMPLE 1 Preparation of 3,4,5,6-Tetrabromophthalimide 3,4,5,6-Tetrabromophthalic anhydride (100 grams; 0.217 mole) was charged into a glass reaction vessel. Concentrated ammonium hydroxide (300 ml) was incrementally added at room temperature with stirring. After the addition was completed the reaction slurry was heated with stirring for a period of about 2 hours resulting in the evaporation of most of the water present and leaving a yellow powder. The powder was further dried in a forced air oven and was then recrystallized from benzyl alcohol. The crystalline product was then washed with acetone, filtered and dried to yield the desired product 3,4,5,6-tetrabromophthalimide.
  • 4
  • [ 632-79-1 ]
  • [ 13755-95-8 ]
  • [ 1333335-11-7 ]
YieldReaction ConditionsOperation in experiment
94% With acetic acid In water at 20℃; Reflux;
  • 5
  • [ 2114-02-5 ]
  • [ 632-79-1 ]
  • [ 1463952-23-9 ]
YieldReaction ConditionsOperation in experiment
83% In acetic acid for 2h; Heating; Synthesis of 4,5,6,7-tetrabromo-N-carbamothioyl-1,3-dioxoisoindoline-2-carboximidamide (24) A mixture of 1 (118 mg, 1 mmol) and tetrabromophthalic anhydride (TBPA, 23) (463 mg, 1 mmol) in glacial (15 mL) was heated for 2 h. After completion of the reaction a precipitate was formed. It was collected by filtration and recrystallized from 1,4-dioxane. Yellow powder (yield:83%), m. p. 278 - 280 °C.
  • 6
  • [ 632-79-1 ]
  • [ 138-37-4 ]
  • 4-((4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)methyl)benzenesulfonamide hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% With acetic acid; at 130℃; for 1.5h;Inert atmosphere; 0.002 mol (0.445 g) of <strong>[138-37-4]4-(aminomethyl)benzenesulfonamide hydrochloride</strong> stirred under nitrogen environment with 0.002 mol (0.927 g) of 4,5,6,7-tetrabromo isobenzofuran-1,3-dione to produce 0.002mol of 4-(2-(4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)ethyl)benzenesulfonamide (2) (1.264 g) in the presence of glacial acetic acid as solvent for 1.5 h at 130 C. The reaction monitored in each 30 min with the help of TLC (chloroform/methanol; 1:1). After that the mixture was cooled and 30 ml of cold water was added. The product was filtered and washed with cold water repeatedly for 4/5 times. The product was recrystallized in ethanol for further purification.22-26 White crystalline and solid; yield=94 %; mp=293 C; solubility; insoluble: water, glacial acetic acid; partially soluble: ethanol and methanol; fully soluble: DMSO, chloroform. IRnumax (cm-1; KBr pellets); 1766.85, 1712.86 (C=O imide); 1338.64, 1159.26 (S=O) and 3356.25 (NH2). MS (ESI+); m/z: 626.7 [M-H]-, 628.7 [M+1]. 1H NMR (400MHz, DMSO-d6): delta 7.375 (s, 2H, SO2NH2), 7.56, 7.581 (d, 2H, Ar-H from benzenesulfonamide), 7.804-7.825 (d, 2H, Ar-H from benzenesulfonamide), 4.880 (s, 2H, CH2). 13C NMR (100MHz, DMSO-d6): 41.79, 121.07, 126.33, 128.38, 131.71, 136.86, 140.24, 143.75, 164.12.
  • 7
  • [ 632-79-1 ]
  • [ 1954-94-5 ]
  • [ 1454891-23-6 ]
YieldReaction ConditionsOperation in experiment
92% With acetic acid at 130℃; for 12h; Inert atmosphere; 7 6.2.7 Synthesis of 3-chloro-4-(4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)benzenesulfonamide (7) 0.002 mol (0.412 g) of 4-amino-2-chlorobenzenesulfonamide stirred under nitrogen environment with 0.002 mol (0.927 g) of 4,5,6,7-tetrabromo isobenzofuran-1,3-dione to produce 0.002 mol of 3-chloro-4-(4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)benzenesulfonamide (7) (1.305 g) in the presence of glacial acetic acid as solvent for 12 h at 130 °C. The reaction monitored in each 30 min with the help of TLC (chloroform/methanol; 3:1). After that the mixture was cooled and 30 ml of cold water was added. The product was filtered and washed with cold water repeatedly for 4/5 times. The product was recrystallized in ethanol for further purification.22-26 White crystalline and solid; yield=92 %; mp=265 °C; solubility; insoluble: water, glacial acetic acid; partially soluble: ethanol; fully soluble: DMSO, chloroform and methanol. IRνmax (cm-1; KBr pellets); 1780.36, 1722.49 (C=O imide); 1339.61, 1166.97 (S=O) and 3366.86 (NH2). MS (ESI+); m/z: 646.83 [M-1], 648.83 [M+1]. 1H NMR (400MHz, DMSO-d6): i 7.717 (s, 2H, SO2NH2), 7.851-7.872 (d, 2H, Ar-H from benzenesulfonamide), 8.008-8.034 (d, 2H, Ar-H from benzenesulfonamide), 8.152 (s, 2H, Ar-H from benzenesulfonamide). 13C NMR (100MHz, DMSO-d6): 122.24, 126.42, 128.09, 131.69, 133.77, 136.96, 138.27, 147.48, 162.84, 166.77.
  • 9
  • [ 632-79-1 ]
  • [ 7187-47-5 ]
  • 2-(4-(1H-benzo[d]imidazol-2-yl)thiazol-2-yl)-4,5,6,7-tetrabromoisoindoline-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With acetic acid Reflux;
  • 10
  • [ 632-79-1 ]
  • [ 191-07-1 ]
  • [ 124137-02-6 ]
  • 11
  • [ 150-19-6 ]
  • [ 632-79-1 ]
  • 4,5,6,7-tetrabromo-3’,6’-dimethoxyfluorescein [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With niobium pentachloride In methanesulfonic acid at 95 - 100℃; for 1.66667h; Inert atmosphere;
66% With Zn0.95*Ti0.05O In neat (no solvent) at 160℃; for 4h; Green chemistry; 2.3 General experimental procedure for fluorescein synthesis General procedure: In a typical experimental procedure, phthalic anhydride (1 mmol), resorcinol (2 mmol) and Zn0.950Ti0.050O (10 mol%) catalyst were heated with constant stirring for 1.33h at 160°C and the progress of the reaction was monitored by TLC. After the completion of reaction, the reaction mixture was dissolved in 1N NaOH (10 mL) and the catalyst was separated using centrifugation. The filtrate was acidified using 1N HCl until the solution was neutralized. During neutralization, the precipitation of the dye was observed which was further purified by recrystallization with methanol.
  • 12
  • [ 632-79-1 ]
  • [ 51-48-9 ]
  • C23H11Br4I4NO7 [ No CAS ]
  • 13
  • [ 632-79-1 ]
  • [ 6893-02-3 ]
  • C23H12Br4I3NO7 [ No CAS ]
  • 14
  • [ 632-79-1 ]
  • [ 1041-01-6 ]
  • C23H13Br4I2NO7 [ No CAS ]
  • 15
  • [ 632-79-1 ]
  • [ 3542-39-0 ]
  • 2-(6,7,8,9-tetrabromo-5-oxo-2-(phenylamino)-10,10a-dihydro-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-10a-yl)benzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% In acetic acid for 2h; Heating; 4.5 Synthesis of compounds 29 and 32 General procedure: A mixture of 1 (1mmol) and tetrabromophthalic anhydride(TBPA, 23) (1 mmol) and/or pyromellitic dianhydride(31) (0.5mmol) in glacial acetic acid (15mL) was heatedfor 2 h. A precipitate was formed after the reaction was completed. It was collected by filtration and recrystallizedfrom 1,4-dioxane.
  • 16
  • [ 632-79-1 ]
  • [ 608-25-3 ]
  • C22H12Br4O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With Zn0.95*Ti0.05O In neat (no solvent) at 160℃; for 1.5h; Green chemistry; 2.3 General experimental procedure for fluorescein synthesis General procedure: In a typical experimental procedure, phthalic anhydride (1 mmol), resorcinol (2 mmol) and Zn0.950Ti0.050O (10 mol%) catalyst were heated with constant stirring for 1.33h at 160°C and the progress of the reaction was monitored by TLC. After the completion of reaction, the reaction mixture was dissolved in 1N NaOH (10 mL) and the catalyst was separated using centrifugation. The filtrate was acidified using 1N HCl until the solution was neutralized. During neutralization, the precipitation of the dye was observed which was further purified by recrystallization with methanol.
  • 17
  • [ 26782-71-8 ]
  • [ 632-79-1 ]
  • N-tetrabromophthaloyl-(R)-tert-leucine [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% With triethylamine; In toluene;Reflux; An oven-dried flask topped with a Dean-Stark apparatus and condenserwas charged sequentially with <strong>[26782-71-8](R)-tert-leucine</strong> [(R)-18; 0.500g, 3.77 mmol), tetrabromophthalic anhydride (17; 1.79 g, 3.77 mmol),anhyd toluene (10 mL), and NEt3 (0.0536 mL, 0.377 mmol). The resultingheterogeneous mixture was heated at reflux while the solventwas removed at a rate of ca. 1 mL/h. The solution was cooled to r.t.and treated with aq 5% HCl (6 mL) and EtOAc (15 mL). The aqueouslayer was extracted with EtOAc (6 mL) and the combined organic layerswere dried (Na2SO4) and concentrated to give N-tetrabromophthaloyl-<strong>[26782-71-8](R)-tert-leucine</strong> as a white solid; yield: 2.11 g (97%)
  • 18
  • [ 632-79-1 ]
  • [ 68-35-9 ]
  • N-(pyrimidin-2-yl)-4-(4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With triethylamine; In N,N-dimethyl-formamide; for 4h;Reflux; General procedure: A mix of 1 (0.01 mmol) and anhydride derivativesnamely; phthalic anhydride (0.01 mmol), 3-nitrophthalicanhydride (0.01 mmol), 4-nitrophthalic anhydride(0.01 mmol), 3,4,5,6-tetrabromophthalic anhydride (0.01 mmol), 1,2,4-benzenetricarboxylic anhydride(trimellitic anhydride), and 1,2,4,5-benzenetetracarboxylicdianhydride (0.01 mmol) in N,N-dimethylformamide(15 mL) containing a few drops oftriethylamine (3 drops) were boiled for 4 h. The reactionmixture was left to cool to room temperature, andthen put into ice-cold water. The insoluble precipitatedproduct was purified and dried to yield sulfonamides2-7, respectively
  • 19
  • [ 871828-95-4 ]
  • [ 632-79-1 ]
  • [ 2489223-33-6 ]
YieldReaction ConditionsOperation in experiment
1.40 g With dmap In tetrahydrofuran at 20℃;
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