Thiourea → HCID 21845600, compound

HRID 1417299Notes

Reaction equation

HRID 1417299 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O.[NH2:19][C:20]([NH2:22])=[S:21]>CO>[BrH:1].[CH2:12]([O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:3]1[N:19]=[C:20]([NH2:22])[S:21][CH:2]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 125418501-[2-(Benzyloxy)phenyl]-2-bromoethan-1-one

Product 1

HCID 21845600HCID 21845600, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 21.7 g of 2-bromo-1-(2-benzyloxy-phenyl)-ethanone in 150 ml of methanol was treated at room temperature with 7.6 g of thiourea and boiled for 1 hour. The reaction mixture was concentrated to a volume of 60 ml. 20.7 g of 4-(2-benzyloxy-phenyl)-thiazol-2-ylamine hydrobromide separated as colorless crystals upon cooling to 0° C. and after the addition of 250 ml of diethyl ether.

Workup

  1. concentrationThe reaction mixture was concentrated to a volume of 60 ml
  2. custom20.7 g of 4-(2-benzyloxy-phenyl)-thiazol-2-ylamine hydrobromide separated as colorless crystals
  3. additionafter the addition of 250 ml of diethyl ether

Sources & evidence

ORD record
ord-8f26ee1e17a44da4befcf2c6d7e6ad3b
Source dataset
uspto-grants-1999_03
Patent number
US05877193

Reaction notes

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