2-Methyl-5-Nitroaniline → 2-[(6-Chloro)pyrimidin-4-ylamino]-1-methyl-4-nitrobenzene

HRID 1360351Notes

Reaction equation

HRID 1360351 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][C:10]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:11]=1[NH2:12].C(N(C(C)C)CC)(C)C>C(O)CCC>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:12][C:11]2[CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=[CH:16][C:10]=2[CH3:9])[CH:7]=1

Participants

5

Reactant 3

HCID 74442-Methyl-5-NitroanilineHCID 709434,6-DichloropyrimidineHCID 81531Diisopropylethylamine

Product 1

HCID 860610712-[(6-Chloro)pyrimidin-4-ylamino]-1-methyl-4-nitrobenzene

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

4,6-Dichloropyrimidine (5.37 g, 36.0 mmol) and 2-methyl-5-nitroaniline (5.48 g, 36.0 mmol) are heated in n-butanol (58 mL) with diisopropylethylamine (4.66 g, 36 mmol) for 3 days at 110° C. The mixture is evaporated and the product is purified by standard methods.

Workup

  1. customThe mixture is evaporated
  2. customthe product is purified by standard methods

Sources & evidence

ORD record
ord-d18eec901b3a4f67893cbd8b89dbbc6e
Source dataset
uspto-grants-2011_02
Patent number
US07879853B2

Reaction notes

Loading…