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Chemical Structure| 3695-77-0 Chemical Structure| 3695-77-0

Structure of Triphenylmethanethiol
CAS No.: 3695-77-0

Chemical Structure| 3695-77-0

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Product Details of [ 3695-77-0 ]

CAS No. :3695-77-0
Formula : C19H16S
M.W : 276.40
SMILES Code : SC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
MDL No. :MFCD00004854
InChI Key :JQZIKLPHXXBMCA-UHFFFAOYSA-N
Pubchem ID :77281

Safety of [ 3695-77-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H319-H410-H372
Precautionary Statements:P501-P261-P270-P271-P273-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Class:9
UN#:3335
Packing Group:

Application In Synthesis of [ 3695-77-0 ]

* 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 [ 3695-77-0 ]

[ 3695-77-0 ] Synthesis Path-Downstream   1~7

  • 2
  • [ 38222-83-2 ]
  • [ 3695-77-0 ]
  • [ 185026-97-5 ]
  • [S-(R*,R*)]-4-[(Triphenylmethyl)thio]-1,2-pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With trifluoromethylsulfonic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; A. [S-(R*,R*)]-4-[(Triphenylmethyl)thio]-1,2-pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester To a solution of [R-(R*,S*)]-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester (2.0 g, 8.2 mmol) and <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (1.7 g, 8.2 mmol) in methylene chloride (30 mL) at -40°C under nitrogen, was added triflic anhydride (1.5 mL, 8.9 mmol) dropwise via syringe over 15 minutes. The solution was stirred at -40°C for 0.5 hours and at 0°C for 1 hour. This solution was added slowly (over 0.5 hours) to a solution of triphenyl-methylmercaptan (5.5 g, 20 mmol) and lithium hexamethyldisilazide (1 Molar solution in THF, 20 mL, 20 mmol) in THF (10 mL) at 0°C. The resulting solution was stirred for 16 hours at room temperature. The solution was concentrated and the residue was chromatographed (260-400 mesh silica gel, 7.1 X 20 cm, 1:9-1:3/ethyl acetate:hexane). Fractions containing the desired product were collected and concentrated to yield 2.5 g of Compound A. MS (M+H)+ 504+.
  • 4
  • [ 3695-77-0 ]
  • [ 40724-47-8 ]
  • 4-(tritylthiomethyl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.200 g Example 7 4-(trityithiomethyi)benzenesulfonamide To a stirred solution of triphenylmethanethiol (0.276g, 2equiv) in N,N- dimethylformamide (3 mL) at 0°C was added sodium hydride (60percent w/w dispersion in mineral oil, 0.04g, 2 equiv). When the effervescence had ceased, 4- (bromomethyi)benzenesuifonamide (0.125g, 1 equiv) was added in a single portion and the reaction was allowed to warm to room temperature. HPLC-MS at 20 minutes indicated that conversion was complete. The reaction was quenched with acetic acid (-0.2 mL), concentrated to dryness in vacuo and the subsequent residue partitioned between ethyl acetate and brine. The organic layer was separated, dried over MgS04, filtered, concentrated and purified by flash chromatography (0-50percent ethyl acetate in hexanes). Fractions containing the desired material were concentrated to dryness to furnish the desired compound as a colourless solid (0.200g). f H NMR (400MHz, DMSO-d6) delta (ppm) H), 7.36-7.44 (m, 12H), 7.67-7.73 (m, 2H)
  • 5
  • [ 3695-77-0 ]
  • [ 3839-35-8 ]
  • [ 20705-43-5 ]
YieldReaction ConditionsOperation in experiment
84% With potassium tert-butylate; In tetrahydrofuran; at 0 - 20℃; for 3h; A solution of triphenymethyl mercaptan (3.94 g, 14.25 mmol) inTHF (25 ml) was added dropwise to a solution of compound 11(2.7 g, 9.5 mmol) and potassium tert-butanolate (3.2 g, 28.5 mmol)in THF (25 ml) at 0 C, then the mixture was warmed to rt andstirred for 3 h before the solutionwas adjusted to pH2 by 1MHCl,the solvent was evaporated in vacuo and redissolved by EA andwashed with water, the organic phases dried with Na2SO4, filtered,concentrated, and purified by silica gel chromatography to afford asyellow solid 13 (3.1 g, 84%). 1H NMR (400 MHz, CDCl3): d 7.42e7.41(m, 6H), 7.40e7.39 (m, 6H), 7.29e7.28 (m, 3H), 2.13 (t, J7.6 Hz, 2H),1.42e1.37 (m, 2H), 1.35e1.14 (m, 6H), 0.79 (t, J6.8 Hz, 3H) ppm.
84% With potassium tert-butylate; In tetrahydrofuran; at 20℃; for 3h; Compound 30 (2.7g, 9 . 5mmol) potassium and tertiary butyl alcohol (3.2g, 28 . 5mmol) dissolved in anhydrous tetrahydrofuran (25 ml), cooled to 0 C, triphenylporphyrin a thiol (3.94g, 14 . 25mmol) dissolved in tetrahydrofuran (25 ml) is dropped into the, go to room temperature stirring 3h, the reaction solution with 1M hydrochloric acid to pH= 2, decompression turns on lathe tetrahydrofuran, diluted with water, extracted with ethyl acetate organic phase (100mLx3), combined with the phase, the organic phase with saturated salt water washing, dry anhydrous sodium sulfate, concentrated, the residue is dissolved in silica gel column chromatography to obtain compound 31 (3.1g, 84%).
  • 6
  • [ 3695-77-0 ]
  • [ 3386-35-4 ]
  • octyl(trityl)sulfane [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With potassium tert-butylate; In tetrahydrofuran; at 0 - 20℃; for 3h; General procedure: A solution of triphenymethyl mercaptan (3.94 g, 14.25 mmol) inTHF (25 ml) was added dropwise to a solution of compound 11(2.7 g, 9.5 mmol) and potassium tert-butanolate (3.2 g, 28.5 mmol)in THF (25 ml) at 0 C, then the mixture was warmed to rt andstirred for 3 h before the solutionwas adjusted to pH2 by 1MHCl,the solvent was evaporated in vacuo and redissolved by EA andwashed with water, the organic phases dried with Na2SO4, filtered,concentrated, and purified by silica gel chromatography to afford asyellow solid 13 (3.1 g, 84
  • 7
  • [ 875770-32-4 ]
  • [ 3695-77-0 ]
  • C30H34O4S [ No CAS ]
 

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