2-Chloroethyl methyl sulfide → 2-Amino-4-(2-methylsulfanyl-ethylsulfanyl)-6-phenyl-pyrimidine-5-carbonitrile

HRID 1355805Notes

Reaction equation

HRID 1355805 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[S:16])[C:5]([C:14]#[N:15])=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.Cl[CH2:18][CH2:19][S:20][CH3:21].CC[O-].[Na+]>C(O)C>[NH2:1][C:2]1[N:3]=[C:4]([S:16][CH2:18][CH2:19][S:20][CH3:21])[C:5]([C:14]#[N:15])=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1

Participants

5

Reactant 3

HCID 109652-Chloroethyl methyl sulfideHCID 2723922Sodium ethoxideHCID 178509378HCID 178509378, compound

Product 1

HCID 185075082-Amino-4-(2-methylsulfanyl-ethylsulfanyl)-6-phenyl-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

From 2-amino-4-phenyl-6-thioxo-1,6-dihydro-pyrimidine-5-carbonitrile, 2-chloroethyl methylsulfide and sodium ethylate in ethanol. EI-MS m/e (%): 302 (M+, 2), 228 ([M—MeSCH═CH2]+, 100).

Sources & evidence

ORD record
ord-952b472183f245cb889c4736f5e1f415
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

Loading…