2737-22-6|2,4,6-Tribromo-3-hydroxybenzaldehyde| Ambeed

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Quality Control of [ 2737-22-6 ] Purity: 98+% SDS Specification

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Product Details of [ 2737-22-6 ]

CAS No. :	2737-22-6
Formula :	C₇H₃Br₃O₂
M.W :	358.81
SMILES Code :	O=CC1=C(Br)C=C(Br)C(O)=C1Br
MDL No. :	MFCD00017320
InChI Key :	FAWOIFAFFUDNJX-UHFFFAOYSA-N
Pubchem ID :	200803

Safety of [ 2737-22-6 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 2737-22-6 ]

* 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 [ 2737-22-6 ]

[ 2737-22-6 ] Synthesis Path-Downstream 1~35

1
[ 141-82-2 ]
[ 2737-22-6 ]
(2,4,6-tribromo-3-hydroxy-benzylidene)-malonic acid [ No CAS ]

References: [1]Journal of the Indian Chemical Society,1952,vol. 29,p. 363,364.

2
[ 2737-22-6 ]
[ 118-79-6 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 307,311.

3
[ 100-83-4 ]
[ 2737-22-6 ]

Yield	Reaction Conditions	Operation in experiment
65%	With bromine; acetic acid; In water; at 5 - 20℃;	General procedure: To a cooled solution (5 C) of 3-hydroxybenzaldehyde(0.409 mmol, 0.500 g) in glacial acetic acid (8.0 mL, 0.14 mol), Br2(0.12 mL, 2.3 mmol) was added and stirred for 3 h at r.t. Aftercompletion of the reaction, the reaction was quenched with saturatedNa2S2O3 solution and the solventwas removed under vacuumpressure. The reaction mass was then extracted with ethyl acetate.The organic layer was dried prior to being purified by RP-HPLCcolumn to give brominated compounds.

References: [1]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.
[2]European Journal of Medicinal Chemistry,2014,vol. 74,p. 541 - 551.
[3]Dissertation. <Heidelberg 1898>, S. 14,.
[4]Journal of the Chemical Society,1925,vol. 127,p. 876,877.
Journal of the Chemical Society,1926,p. 150.

4
[ 2737-22-6 ]
[ 77-78-1 ]
[ 133871-69-9 ]

References: [1]Monatshefte fur Chemie,1933,vol. 62,p. 178,184.

5
[ 2737-22-6 ]
[ 2316-63-4 ]

References: [1]Acta Chemica Scandinavica (1947),1965,vol. 19,p. 255 - 256.

6
[ 7726-95-6 ]
[ 64-19-7 ]
[ 100-83-4 ]
[ 2737-22-6 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 307,311.

7
[ 1477-63-0 ]
[ 623-11-0 ]
[ 7726-95-6 ]
[ 2737-22-6 ]

References: [1]Pharmazie,1957,vol. 12,p. 647,649,650.

9
4.6-dibromo-3-oxy-benzaldehyde [ No CAS ]
[ 2737-22-6 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 307,311.

10
[ 2737-22-6 ]
[ 7697-37-2 ]
[ 67175-38-6 ]

References: [1]Journal of the Chemical Society,1931,p. 1508.

11
[ 2737-22-6 ]
aqueous KOH-solution [ No CAS ]
[ 64-18-6 ]
[ 118-79-6 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 307,311.

12
[ 591-31-1 ]
[ 2737-22-6 ]
[ 99615-74-4 ]
2,6-dibromo-3-methoxybenzaldehyde [ No CAS ]

References: [1]Synthetic Communications,2002,vol. 32,p. 2275 - 2286.

13
[ 2737-22-6 ]
[ 74-88-4 ]
[ 133871-69-9 ]

References: [1]Tetrahedron Letters,2005,vol. 46,p. 8877 - 8880.
[2]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.
[3]European Journal of Medicinal Chemistry,2014,vol. 74,p. 541 - 551.

14
[ 2737-22-6 ]
[ 873666-99-0 ]

References: [1]Tetrahedron Letters,2005,vol. 46,p. 8877 - 8880.

15
[ 2737-22-6 ]
[ 704909-79-5 ]

References: [1]Tetrahedron Letters,2005,vol. 46,p. 8877 - 8880.

16
[ 2737-22-6 ]
[ 487027-13-4 ]

References: [1]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.

17
[ 2737-22-6 ]
[ 487027-15-6 ]

References: [1]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.

18
[ 2737-22-6 ]
[ 487027-14-5 ]

References: [1]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.

19
[ 2737-22-6 ]
(2S)-N-[(E)-2-(2,4,6-tribromo-3-methoxyphenyl)ethenyl]-1-methyl-2-pyrrolidinecarboxamide [ No CAS ]

References: [1]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.

20
[ 2737-22-6 ]
[ 487027-16-7 ]

References: [1]Tetrahedron Asymmetry,2002,vol. 13,p. 2261 - 2266.

21
[ 2737-22-6 ]
[ 607-99-8 ]

References: [1]Monatshefte fur Chemie,1933,vol. 62,p. 178,184.

22
[ 2737-22-6 ]
[ 14753-56-1 ]

References: [1]Monatshefte fur Chemie,1933,vol. 62,p. 178,184.

23
[ 2737-22-6 ]
[ 1350430-04-4 ]

References: [1]European Journal of Medicinal Chemistry,2014,vol. 74,p. 541 - 551.

24
[ 2737-22-6 ]
[ 1359715-08-4 ]

References: [1]European Journal of Medicinal Chemistry,2014,vol. 74,p. 541 - 551.

25
[ 2737-22-6 ]
[ 1580465-75-3 ]

References: [1]European Journal of Medicinal Chemistry,2014,vol. 74,p. 541 - 551.

26
[ 2737-22-6 ]
[ 109-55-7 ]
[ 1580465-74-2 ]

Yield	Reaction Conditions	Operation in experiment
60%		General procedure: In a 0.5e2 mL microwave vial were added 5 mg of clay K10,2,4,6-tribromo-3-methoxy-benzaldehyde (12 mg, 0.031 mmol,1 eq.), N,N-dimethyl 1,3-propane diamine (4 mL, 0.031 mmol, 1 eq.)and 100 mL of MeOH. The mixture was stirred for 2 min, sealed andthen irradiated for 10 min at 65 C. A mixture of 5 mg of clay K10with sodium borohydride 95% (1.25 mg, 0.031 mmol, 1 eq.) wasthen added to the reaction mixture, it was sealed and irradiated for5 min at 100 C. It was then diluted with MeOH, filtered, concentratedto dryness and purified by Flash chromatography (silica gel,DCM/MeOH/NEt3 80/20/0.01) to give 1 (8.5 mg, 58% yield).

References: [1]European Journal of Medicinal Chemistry,2014,vol. 74,p. 541 - 551.

27
[ 2737-22-6 ]
[ 4584-46-7 ]
6,8-dibromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carbaldehyde [ No CAS ]
[ 133871-69-9 ]

Yield	Reaction Conditions	Operation in experiment
56%; 21%	With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 4h;	To a solution of <strong>[2737-22-6]2,4,6-tribromo-3-hydroxybenzaldehyde</strong> 2a (150mg, 0.421mmol) in DMF (1.5mL) was added K2CO3 (232mg, 1.686mmol) and 2-Chloro-N,N-dimethylethylamine hydrochloride 3b (121mg, 0.842mmol) and the reaction mixture is stirred at 100C for 4h. After completion of reaction water (4mL) was added into the reaction mixture and extracted with EtOAc (8×3 mL), combined organic phases were washed with water (2mL), brine (2mL), dried over sodium sulfate, and concentrated in vacuo. The resulting crude was purified over silica gel column chromatography with 20% EtOAc in hexane, which afforded product 4b (60mg, 56%) & 5a (19mg, 21%).