Bromine → HCID 54402870, compound

HRID 1491851Notes

Reaction equation

HRID 1491851 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([C:11](=[O:13])[CH3:12])[N:10]=1)=[O:5])[CH3:2].[Br:14]Br>CO>[CH2:1]([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([C:11](=[O:13])[CH2:12][Br:14])[N:10]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 12362482HCID 12362482, compound

Product 1

HCID 54402870HCID 54402870, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-acetylthiazole-2-carboxylic acid ethyl ester (1.5 g) and bromine (1.4 g) in methanol (50 ml) was stirred for 8 hours at room temperature. The solvent was removed under reduced pressure to give 4-bromoacetylthiazole-2-carboxylic acid ethyl ester. A suspension of the above residue and diaminomethylenethiourea (800 mg) in ethanol (50 ml) was refluxed for 4 hours. The resulting precipitate was collected by filtration. Recrystallization from a mixture of methanol and diisopropyl ether afforded 4-[2-(diaminomethyleneamino)thiazol-4-yl]thiazole-2-carboxylic acid ethyl ester hydrobromide (800 mg).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-44bf2a2e4b304c0bb160c4a169d648c9
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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