2,4-Diamino-5-(4-nitro-2,3,5-trichlorophenyl)pyrimidine → 2,4-Diamino-5-(2,3-dichloro-4-nitrophenyl)-pyrimidine

HRID 846374Notes

Reaction equation

HRID 846374 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:9]2[CH:14]=[C:13](Cl)[C:12]([N+:16]([O-:18])=[O:17])=[C:11]([Cl:19])[C:10]=2[Cl:20])=[CH:4][N:3]=1.NC1N=C(N)C(C2C=CC=C(Cl)C=2Cl)=CN=1>>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:9]2[CH:14]=[CH:13][C:12]([N+:16]([O-:18])=[O:17])=[C:11]([Cl:19])[C:10]=2[Cl:20])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 115661942,4-Diamino-5-(4-nitro-2,3,5-trichlorophenyl)pyrimidineHCID 197050772,4-Diamino-5-(2,3-dichlorophenyl)pyrimidine

Product 1

HCID 198856782,4-Diamino-5-(2,3-dichloro-4-nitrophenyl)-pyrimidine

Procedure

This compound was made in an analogous manner to the compound of Example 5 from 2,4-diamino-5-(2,3-dichlorophenyl)pyrimidine (Example 21). The reaction gave a mixture of the 4-nitro and 5-nitro derivatives from which the title compound was separated by column chromatography (SiO2, EtOAc), mp. 237°-9° C. Also separated in this manner was 2,4-diamino-5-(2,3-dichloro-5-nitrophenyl)pyrimidine, mp. 264°-6° C.

Workup

  1. customThe reaction gave

Sources & evidence

ORD record
ord-0499955c42e8427ab1fcc2e342e0820a
Source dataset
uspto-grants-1992_08
Patent number
US05136080

Reaction notes

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