HCID 178433278, compound → HCID 178419524, compound

HRID 280752Notes

Reaction equation

HRID 280752 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[C:7](=O)[CH2:8][Br:9].[C:11]([NH:14][C:15]([NH2:17])=[S:16])(=[NH:13])[NH2:12]>CC(C)=O>[BrH:9].[NH:14]([C:15]1[S:16][CH:8]=[C:7]([C:6]2[NH:5][CH:4]=[N:3][C:2]=2[CH3:1])[N:17]=1)[C:11]([NH2:13])=[NH:12]

Participants

4

Reactant 2

HCID 178433278HCID 178433278, compoundHCID 178513045HCID 178513045, compound

Product 1

HCID 178419524HCID 178419524, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1.65 g (8.13 mmol) of 1-(4-methyl-5-imidazolyl)-2-bromoethanone in 165 ml of acetone was heated until homogeneous. 0.96 g (8.13 mmol) of amidinothiourea was added and the mixture was heated at reflux for 1 hour. The mixture was allowed to cool to room temperature and the resulting precipitate was collected by filtration. This solid amounted to 0.98 g (40%) of 2-guanidino-4-(4-methyl-5-imidazolyl)thiazole hydrobromide, mp 245° (dc); nmr D6DMSO) (δ): 8.52 (s, 1H); 7.67 (b, 4H); 7.20 (s, 1H); 2.49 (s, 3H). Anal Calcd. for C8H10N6S.HBr: C, 31.69, H, 3.66; N, 27.72; Found: C, 31.80; H, 3.90; N, 26.90.

Workup

  1. temperaturewas heated until homogeneous
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 1 hour
  4. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-7b7272a4d468400f8bd2a8561dee4619
Source dataset
uspto-grants-1986_05
Patent number
US04590299

Reaction notes

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