Carbamic acid, ethyl ester → HCID 21327523, compound

HRID 614916Notes

Reaction equation

HRID 614916 reaction equation
[C:1]1([CH2:6][NH:7][C:8]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:9]=2[CH:10](O)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[S:5][CH:4]=[CH:3][CH:2]=1.[C:25](=O)([O:27]CC)[NH2:26]>C(Cl)(Cl)Cl.[Cl-].[Zn+2].[Cl-]>[C:1]1([CH2:6][N:7]2[C:8]3[C:9](=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=3)[CH:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:26][C:25]2=[O:27])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 5641Carbamic acid, ethyl esterHCID 21327505HCID 21327505, compound

Product 1

HCID 21327523HCID 21327523, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 3.42 g of 2-(2-thenylamino)-5-nitrobenzhydrol, 6 g of ethyl carbamate and 0.5 g of zinc chloride was heated at 180° C. (bath temperature) for 2 hours. After cooling, the reaction mixture was dissolved in chloroform and the chloroform solution was washed with water and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give 1-(2-thenyl)-4-phenyl-6-nitro-3,4-dihydro-2(1H)-quinazolinone.

Workup

  1. temperatureAfter cooling
  2. washthe chloroform solution was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-0fcccbafcc4643a8912caaf33f40e386
Source dataset
uspto-grants-1979_03
Patent number
US04146717

Reaction notes

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