(2-Methyl-6,7-dihydro-8H-indeno[5,4-d][1,3]thiazol-8-ylidene)acetonitrile → 2-(2-Methyl-6,7-dihydro-8H-indeno[5,4-d][1,3]thiazol-8-ylidene)ethanamine

HRID 1881267Notes

Reaction equation

HRID 1881267 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[C:13]3[C:12](=[CH:14][C:15]#[N:16])[CH2:11][CH2:10][C:9]=3[CH:8]=[CH:7][C:5]=2[N:6]=1>N.CO.[Co]>[CH3:1][C:2]1[S:3][C:4]2[C:13]3[C:12](=[CH:14][CH2:15][NH2:16])[CH2:11][CH2:10][C:9]=3[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

4

Reactant 1

HCID 67355527(2-Methyl-6,7-dihydro-8H-indeno[5,4-d][1,3]thiazol-8-ylidene)acetonitrile

Product 1

HCID 673526822-(2-Methyl-6,7-dihydro-8H-indeno[5,4-d][1,3]thiazol-8-ylidene)ethanamine

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 21705897Ammonia methanolSolvent

Procedure

(2-Methyl-6,7-dihydro-8H-indeno[5,4-d][1,3]thiazol-8-ylidene)acetonitrile (170 mg, 0.75 mmol) was dissolved in 2N ammonia/methanol solution (30 mL), Raney cobalt (1.7 g) was added, and the mixture was stirred at room temperature for 1 hr under a hydrogen atmosphere. The catalyst was filtered off using celite, and the filtrate was concentrated under reduced pressure to give the title compound. The obtained title compound was used for the reaction of Example 8 without further purification.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7e332c94a97c495c9e58a04531dc0926
Source dataset
uspto-grants-2012_11
Patent number
US08318784B2

Reaction notes

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