Ammonia → HCID 68190285, compound

HRID 513775Notes

Reaction equation

HRID 513775 reaction equation
C[O:2][C:3]([C:5]1[CH:22]=[C:21]2[C:8]([S:9](=[O:24])(=[O:23])[NH:10][C:11]3[C:20]2=[CH:19][CH:18]=[C:17]2[C:12]=3[N:13]=[CH:14][CH:15]=[CH:16]2)=[CH:7][CH:6]=1)=O.[NH3:25]>CO>[O:23]=[S:9]1(=[O:24])[C:8]2[C:21](=[CH:22][C:5]([C:3]([NH2:25])=[O:2])=[CH:6][CH:7]=2)[C:20]2[C:11](=[C:12]3[C:17](=[CH:18][CH:19]=2)[CH:16]=[CH:15][CH:14]=[N:13]3)[NH:10]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 60164307HCID 60164307, compound

Product 1

HCID 68190285HCID 68190285, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6,6-dioxo-5,6-dihydro-6λ*6*-thia-4,5-diaza-chrysene-9-carboxylic acid methyl ester 307 (50 mg, 0.15 mmol) in 7M NH3 in MeOH (5 ml) was heated at 90 C in sealed tube for 36 h. After cooling, the mixture was concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (95:5) as the eluent to give the title compound (8 mg, 17%).

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe crude residue was purified by column chromatography with DCM/MeOH (95:5) as the eluent

Sources & evidence

ORD record
ord-c834d31477924911b95016ab085fc345
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…