4-Nitroaniline → 2-Chloro-6-(4-nitro-phenyl-amino)-purine

HRID 9918

Reaction equation

HRID 9918 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.[N+:12]([C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1)([O-:14])=[O:13]>CN(C=O)C.C(O)CCC>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:19][C:18]2[CH:20]=[CH:21][C:15]([N+:12]([O-:14])=[O:13])=[CH:16][CH:17]=2)[N:3]=1

Participants

4

Reactant 2

HCID 74754-NitroanilineHCID 53244122,6-Dichloropurine

Product 1

HCID 219882602-Chloro-6-(4-nitro-phenyl-amino)-purine

Reagents, catalysts & solvents 1

HCID 86623466DMF n-butanolSolvent

Procedure

1.9 g (10 mmol) of 2,6-dichloro-purine are stirred in 40 ml of DMF/n-butanol (1:3) with 4.1 g (30 mmol) of 4-nitro-aniline at 130° C. for 24 h and the crystal mass which precipitates out on cooling is filtered off and dried in vacuo. 2-Chloro-6-(4-nitro-phenyl-amino)-purine is obtained; m.p.>270° C.; FAB-MS: (M+H)+=291; Rf=0.6 (CH2Cl2:methanol=9:1).

Workup

  1. customthe crystal mass which precipitates out
  2. temperatureon cooling
  3. filtrationis filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-9d522069b2134617b6bccb18014497dc
Source dataset
uspto-grants-2006_08
Patent number
US07091346B1

Linked notes

Loading…