Thiourea → HCID 178468667, compound

HRID 129834Notes

Reaction equation

HRID 129834 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11](=O)[CH2:12]Br)[NH:8][N:7]=1)=[O:5])[CH3:2].[NH2:15][C:16]([NH2:18])=[S:17]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[N:15]=[C:16]([NH2:18])[S:17][CH:12]=2)[NH:8][N:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 1784690765-(2-Bromoacetyl)pyrazole-3-carboxylic acid ethyl ester

Product 1

HCID 178468667HCID 178468667, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 5-(2-bromoacetyl)pyrazole-3-carboxylic acid ethyl ester (6.2 g), thiourea (1.8 g), and ethanol (100 ml) was stirred at 60° C. for 30 minutes and concentrated. The residue was dissolved in 100 ml of 1N HCl solution, and washed with ethyl ether (2×100 ml). The aqueous solution was neutralized with NaHCO3. The resulting precipitates were collected through a filtration to afford 4.05 g of 5-(2-aminothiazol-4-yl)pyrazole-3-carboxylic acid ethyl ester as brown solids, mp 205°-207° C. NMR: 1.40 (t, 3H), 4.39 (q, 2H), 5.8 (bs, 2H), 6.85 (s, 1H), 7.03 (s, 1H).

Workup

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in 100 ml of 1N HCl solution
  3. washwashed with ethyl ether (2×100 ml)
  4. customThe resulting precipitates
  5. filtrationwere collected through a filtration

Sources & evidence

ORD record
ord-2011c5952d114905b28b6c34b1407d30
Source dataset
uspto-grants-1995_11
Patent number
US05470862

Reaction notes

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