Carbamic acid, ethyl ester → HCID 178431880, compound

HRID 1076580Notes

Reaction equation

HRID 1076580 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:16])[C:6]=1[C:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14].[C:17](=O)([O:19]CC)[NH2:18]>[Cl-].[Zn+2].[Cl-]>[F:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:7]1[C:6]2[C:5]([CH3:16])=[CH:4][S:3][C:2]=2[NH:1][C:17](=[O:19])[N:18]=1

Participants

4

Reactant 2

HCID 5641Carbamic acid, ethyl esterHCID 21537738HCID 21537738, compound

Product 1

HCID 178431880HCID 178431880, compound

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Conditions

Temperature
200 °C

Procedure

A mixture of 18.5 g of 2-amino-3-(o-fluorobenzoyl)-4-methylthiophene, 26.6 g of ethyl carbamate and 1.61 g of zinc chloride is heated at 200°C for 30 minutes. After cooling, the reaction mixture is washed with chloroform, then with water, and filtered to give crude crystals of 4-(o-fluorophenyl)-5-methyl-1,2-dihydrothieno[2,3-d]pyrimidin-2-one having a melting point of 258° - 261°C.

Workup

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

Sources & evidence

ORD record
ord-04ab4f5bfdce45cbb773f2b5e9b567bd
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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