Ethyl isocyanate → HCID 131715484, compound

HRID 648519Notes

Reaction equation

HRID 648519 reaction equation
[CH2:1]([N:3]=[C:4]=[O:5])[CH3:2].[OH:6][CH2:7][C:8]1[CH:9]=[C:10]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:11](=[O:21])[N:12]2[C:17]=1[C:16]1[S:18][CH:19]=[CH:20][C:15]=1[CH2:14][CH2:13]2>C(N(CC)CC)C.C1(C)C=CC=CC=1>[O:21]=[C:11]1[C:10]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:9][C:8]([CH2:7][O:6][C:4](=[O:5])[NH:3][CH2:1][CH3:2])=[C:17]2[N:12]1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][S:18][C:16]=12

Participants

5

Reactant 2

HCID 8022Ethyl isocyanateHCID 14666699HCID 14666699, compound

Product 1

HCID 131715484HCID 131715484, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 1140TolueneSolvent

Procedure

A few drops of triethylamine and three 0.24 ml portions of ethyl isocyanate were added to a suspension of 1.02 g of 4,5-dihydro-10-(hydroxymethyl)-8-phenyl-7H-thieno[2,3-a]quinolizin-7-one in 11.5 ml of toluene, whereby the mixture was stirred at 85° for about 2 hours between each of the addtions. After the reaction was finished, the mixture is evaporated in vacuo. By recrystallization of the residue from ethanol, there was obtained pure (4,5-dihydro-7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)methyl-ethylcarbamate of m.p. 136°-137°.

Workup

  1. customthe mixture is evaporated in vacuo
  2. customBy recrystallization of the residue from ethanol

Sources & evidence

ORD record
ord-3bfde3ce400948f596248043ceacd84d
Source dataset
uspto-grants-1988_04
Patent number
US04735940

Reaction notes

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