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

HRID 727057Notes

Reaction equation

HRID 727057 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)[C:10]=2Cl)=[CH:4][N:3]=1.NC1N=C(N)C([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[C:30]=2[Cl:36])=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])=[CH:11][C:10]=2[C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[C:30]=2[Cl:36])=[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 197050892,4-Diamino-5-(2,3-dichlorophenyl-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-df2c0165fc18430484ba70d482ac4bae
Source dataset
uspto-grants-1998_01
Patent number
US05712276

Reaction notes

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