2-Amino-2-cyanoacetamide → 5-Amino-2-(quinolin-4-ylamino)thiazole-4-carboxamide

HRID 512547

Reaction equation

HRID 512547 reaction equation
[N:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1)=[C:2]=[S:3].[NH2:14][CH:15]([C:19]#[N:20])[C:16]([NH2:18])=[O:17]>CCOC(C)=O>[NH2:20][C:19]1[S:3][C:2]([NH:1][C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]=[CH:6][CH:5]=2)=[N:14][C:15]=1[C:16]([NH2:18])=[O:17]

Participants

4

Reactant 2

HCID 983412-Amino-2-cyanoacetamideHCID 114993404-Isothiocyanatoquinoline

Product 1

HCID 867033825-Amino-2-(quinolin-4-ylamino)thiazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-isothiocyanatoquinoline (0.3 g, 1.6 mmol) and 2-amino-cyanoacetamide (0.26g, 2.68 mmol) in EtOAc (20 mL) was refluxed for 90 min. The reaction mixture was concentrated in vacuo, and the resulting solids were collected and washed with EtOAc to give 0.33 g (contained impurities) of the titled compound which was used in the next step without further purification.

Workup

  1. temperaturewas refluxed for 90 min
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe resulting solids were collected
  4. washwashed with EtOAc

Sources & evidence

ORD record
ord-dd0b882fa8f8490fa1dd59d7dfe7fa8d
Source dataset
uspto-grants-2015_08
Patent number
US09102637B2

Linked notes

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