Acetonitrile → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-[2-(2-nitro-3-methylguanidino)ethylthiomethyl]pyrimidine

HRID 364266Notes

Reaction equation

HRID 364266 reaction equation
[N+:1]([NH:4][C:5](=[NH:8])SC)([O-:3])=[O:2].[F:9][C:10]([F:28])([F:27])[CH2:11][N:12]=[C:13]([NH2:26])[NH:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH2:21][S:22][CH2:23][CH2:24][NH2:25])[N:16]=1.[C:29](#N)C>>[F:28][C:10]([F:9])([F:27])[CH2:11][N:12]=[C:13]([NH2:26])[NH:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH2:21][S:22][CH2:23][CH2:24][NH:25][C:5]([NH:8][CH3:29])=[N:4][N+:1]([O-:3])=[O:2])[N:16]=1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 212987204-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(2-aminoethyl)thiomethylpyrimidineHCID 135927615N-Nitro-S-methylisothiourea

Product 1

HCID 1364088774-[2-(2,2,2-Trifluoroethyl)guanidino]-2-[2-(2-nitro-3-methylguanidino)ethylthiomethyl]pyrimidine

Procedure

1-Nitro-2-methylisothiourea (0.135 g.) was added to a stirred solution of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[(2-aminoethyl)thiomethyl]pyrimidine (0.31 g.) in acetonitrile (5 ml.) and the suspension stirred at room temperature for 2 hours. The insoluble material was collected to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[2-(2-nitro-3-methylguanidino)ethylthiomethyl]pyrimidine (0.35 g.) m.p. 199°-200° (decomp.)

Workup

  1. customThe insoluble material was collected

Sources & evidence

ORD record
ord-a3c6af2a34354e2d9ee9223e671e229b
Source dataset
uspto-grants-1986_08
Patent number
US04604465

Reaction notes

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