Dimethylformamide → HCID 178505787, compound

HRID 2248793Notes

Reaction equation

HRID 2248793 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]2[C:15]([NH2:16])=[CH:14][N:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1.[C:17](=S)=[S:18].CN(C)C=O>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:17]([SH:18])=[N:16][C:15]3[C:10]2=[N:11][CH:12]=[N:13][CH:14]=3)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6348Carbon DisulfideHCID 70462412N4-[(4-fluorophenyl)methyl]-4,5-pyrimidinediamine

Product 1

HCID 178505787HCID 178505787, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8.72 parts of N4 -[(4-fluorophenyl)methyl]-4,5-pyrimidinediamine, 63 parts of carbon disulfide and 45 parts of N,N-dimethylformamide was stirred for 3 hours at reflux temperature. After cooling, the reaction mixture was poured into water. The precipitated product was filtered off and dried, yielding 10.1 parts (78.9%) of 9-[(4-fluorophenyl)methyl]-9H-purine-8-thiol (interm. 24).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationThe precipitated product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-440ba4b1364f48858b634c93868f19a2
Source dataset
uspto-grants-1991_08
Patent number
US05041448

Reaction notes

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