(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 340680Notes

Reaction equation

HRID 340680 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-81958e3877bb4220b2eab304ba255e89
Source dataset
uspto-grants-2014_11
Patent number
US08895591B2

Reaction notes

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