Water → 5-[4-(6-Bromo-1,3-benzothiazol-2-yl)phenyl]-1,3-oxazole

HRID 910233

Reaction equation

HRID 910233 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[SH:9].[O:10]1[C:14]([C:15]2[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=2)=[CH:13][N:12]=[CH:11]1.O>CS(C)=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]2[N:1]=[C:19]([C:18]3[CH:17]=[CH:16][C:15]([C:14]4[O:10][CH:11]=[N:12][CH:13]=4)=[CH:22][CH:21]=3)[S:9][C:3]=2[CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 12090452-Amino-5-bromobenzene-1-thiolHCID 105833464-(5-Oxazolyl)benzaldehyde

Product 1

HCID 674052875-[4-(6-Bromo-1,3-benzothiazol-2-yl)phenyl]-1,3-oxazoleYield 58.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
160 °C

Procedure

2 Amino-5-bromobenzenethiol (102 mg) and 4-(1,3-oxazol-5-yl)benzaldehyde (87 mg) were dissolved in dimethylsulfoxide (1 mL), followed by stirring at 160° C. for 10 minutes. Water (10 mL) was added to the reaction mixture. The precipitated matter was recovered through filtration, and washed with methanol, to thereby yield the title compound (105 mg).

Workup

  1. filtrationThe precipitated matter was recovered through filtration
  2. washwashed with methanol

Sources & evidence

ORD record
ord-0e754375d48d4d6aa7a3d6b803037183
Source dataset
uspto-grants-2011_09
Patent number
US08022075B2

Linked notes

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