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Toluene → 3-[2-(4-Bromophenyl)thiazol-4-yl]butanenitrile

HRID 1154894
Notes
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Reaction equation

HRID 1154894 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][CH:3]=1.ClC[C:13](=O)[CH2:14][CH2:15][CH2:16][C:17]#[N:18].[C:20]1(C)C=CC=CC=1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[S:7][CH:13]=[C:14]([CH:15]([CH3:20])[CH2:16][C:17]#[N:18])[N:8]=2)=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 1140TolueneHCID 15492894-BromothiobenzamideHCID 108206696-Chloro-5-oxohexanenitrile

Product 1

HCID 205047413-[2-(4-Bromophenyl)thiazol-4-yl]butanenitrile

Procedure

A mixture of 4-bromothiobenzamide (2.16 g., 0.01 mole) and 6-chloro-5-oxohexanenitrile (2.28 g., 0.012 mole) is heated at 60° C. in toluene for 12 hours. On cooling and partial evaporation, there is obtained 3-[2-(4-bromophenyl)thiazol-4-yl]butanenitrile.

Workup

  1. temperatureOn cooling
  2. custompartial evaporation

Sources & evidence

ORD record
ord-3b312a407a584229a6ebfac058c64cf2
Source dataset
uspto-grants-1981_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04298743

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes