Carbamic acid, ethyl ester → HCID 178517437, compound

HRID 1076584Notes

Reaction equation

HRID 1076584 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][CH:9]=1.[C:15](=O)([O:17]CC)[NH2:16]>[Cl-].[Zn+2].[Cl-]>[C:8]1([C:7]2[C:6]3[CH:5]=[CH:4][S:3][C:2]=3[NH:1][C:15](=[O:17])[N:16]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 5641Carbamic acid, ethyl esterHCID 644720(2-Aminothiophen-3-yl)(phenyl)methanone

Product 1

HCID 178517437HCID 178517437, compound

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Conditions

Temperature
200 °C

Procedure

A mixture of 10.0 g of 2-amino-3-benzoylthiophene, 16.57 g of ethyl carbamate and 1.00 g of zinc chloride is heated at 200°C for 1 hour. After cooling, the reaction mixture is washed with chloroform, then with water, and filtered to give a solid of 4-phenyl-1,2-dihydrothieno[2,3-d]pyrimidin-2-one. Recrystallization from a mixture of ethanol and dimethylformamide gives crystals having a melting point of 247° - 249°C.

Workup

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

Sources & evidence

ORD record
ord-b2a0d794461d46439798150dc6d25329
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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