Cyanamide → HCID 18670275, compound

HRID 1059451Notes

Reaction equation

HRID 1059451 reaction equation
[N:1]1[C:10]2[NH:9][C:8]3[CH:11]=[C:12]([CH2:15][C:16](SC)=[NH:17])[CH:13]=[CH:14][C:7]=3[S:6][C:5]=2[N:4]=[CH:3][CH:2]=1.[N:20]#[C:21][NH2:22]>CO>[C:21]([N:22]=[C:16]([NH2:17])[CH2:15][C:12]1[CH:13]=[CH:14][C:7]2[S:6][C:5]3[N:4]=[CH:3][CH:2]=[N:1][C:10]=3[NH:9][C:8]=2[CH:11]=1)#[N:20]

Participants

4

Reactant 2

HCID 9864CyanamideHCID 23565236HCID 23565236, compound

Product 1

HCID 18670275HCID 18670275, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 15 ml of a solution of 410 mg of methyl (10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)acetothioimidate in methanol was added 250 mg of cyanamide and the resulting mixture was heated to 60° C. or below for 1 hour. Then the reaction mixture was brought back to room temperature and the solvent was distilled off under reduced pressure to reduce its amount. The crystals thus precipitated were taken up by filtration and washed successively with methanol and ethyl acetate. Thus, 295 mg of the title compound was obtained as yellow crystals.

Workup

  1. temperaturethe resulting mixture was heated to 60° C. or below for 1 hour
  2. customwas brought back to room temperature
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe crystals thus precipitated
  5. filtrationwere taken up by filtration
  6. washwashed successively with methanol and ethyl acetate

Sources & evidence

ORD record
ord-f8c190c7b2a548e297243faf7b7f281b
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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