Carbamic acid, ethyl ester → HCID 178517447, compound

HRID 1076574Notes

Reaction equation

HRID 1076574 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:14].[C:16](=O)([O:18]CC)[NH2:17]>[Cl-].[Zn+2].[Cl-]>[Cl:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:7]1[C:6]2[CH:5]=[CH:4][S:3][C:2]=2[NH:1][C:16](=[O:18])[N:17]=1

Participants

4

Reactant 2

HCID 5641Carbamic acid, ethyl esterHCID 8271262-AMINO-3-(2-CHLOROBENZOYL)THIOPHENE

Product 1

HCID 178517447HCID 178517447, compound

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Conditions

Temperature
200 °C

Procedure

A mixture of 10.0 g of 2-amino-3-(o-chlorobenzoyl)thiophene, 14.26 g of ethyl carbamate and 0.86 g of zinc chloride is heated at 200°C for 30 minutes. After cooling, the reaction mixture is well washed with chloroform, then with water, and filtered to give crude crystals of 4-(o-chlorophenyl)-1,2-dihydrothieno[2,3-d]pyrimidin-2-one.

Workup

  1. temperatureAfter cooling
  2. washthe reaction mixture is well washed with chloroform
  3. filtrationwith water, and filtered

Sources & evidence

ORD record
ord-f9f971a5e05a4deaa3503cbbf3d40f2c
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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