(2-Thienylmethyl)amine → HCID 23369781, compound

HRID 1900746Notes

Reaction equation

HRID 1900746 reaction equation
CS(O[CH2:6][CH:7]1[O:21][C:10]2=[C:11]3[C:16](=[C:17]([CH3:19])[CH:18]=[C:9]2[CH2:8]1)[NH:15][C:14](=[O:20])[CH2:13][CH2:12]3)(=O)=O.[NH2:22][CH2:23][C:24]1[S:25][CH:26]=[CH:27][CH:28]=1>>[CH3:19][C:17]1[CH:18]=[C:9]2[CH2:8][CH:7]([CH2:6][NH:22][CH2:23][C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)[O:21][C:10]2=[C:11]2[C:16]=1[NH:15][C:14](=[O:20])[CH2:13][CH2:12]2

Participants

3

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 23369557HCID 23369557, compound

Product 1

HCID 23369781HCID 23369781, compoundYield 55.5%

Conditions

Temperature
150 °C

Procedure

A mixture of 2-methanesulfonyloxymethyl-5-methyl-2,3,6,7,8,9-hexahydrofuro-[2,3-f]quinoline-7-one (1350 g) and 2-aminomethylthiophene (7.06 g) was stirred in a hot bath (150° C.) for 1 hour in the stream of argon. The solvent was distilled off under reduced pressure, and the residue was dissolved in chloroform The obtained solution was washed with sodium bicarbonate water and water, then dried. When crystallized from ethanol, 0.790 g of a free base of the title compound was obtained in pale yellow prisms (mp.: 151°-153° C., yield: 55.5%).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. dissolutionthe residue was dissolved in chloroform The obtained solution
  3. washwas washed with sodium bicarbonate water and water
  4. customdried
  5. customWhen crystallized from ethanol, 0.790 g of a free base of the title compound

Sources & evidence

ORD record
ord-00e1a2de74d44fa3a88b7c99d325cb38
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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