Cyanamide → HCID 178512246, compound

HRID 2093067Notes

Reaction equation

HRID 2093067 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:12][C:13]2[CH2:14][N:15]([C:20](SC)=[N:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:16][CH2:17][C:18]=2[N:19]=1)=[O:10].[N:30]#[C:31][NH2:32]>C1COCC1>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:12][C:13]2[CH2:14][N:15]([C:20]([NH:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[N:32][C:31]#[N:30])[CH2:16][CH2:17][C:18]=2[N:19]=1)=[O:10]

Participants

4

Reactant 2

HCID 9864CyanamideHCID 66864149HCID 66864149, compound

Product 1

HCID 178512246HCID 178512246, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 2-[(2-aminophenyl)carbamoyl]-N-phenyl-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carbimidothioate obtained in step IV (1 eq), cyanamide (10 eq) in very small quantity of THF was heated at reflux temperature for 15 h. Solvent was evaporated and the residue was purified by either column chromatography or preparative HPLC to afford the title compound.

Workup

  1. temperatureat reflux temperature for 15 h
  2. customSolvent was evaporated
  3. customthe residue was purified by either column chromatography or preparative HPLC

Sources & evidence

ORD record
ord-cb2f745bd4bf460283225699a9c04816
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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