Sodium methanethiolate → N-(4-Chlorophenyl)-9-ethyl-2-(methylthio)-9H-purin-6-amine

HRID 2116455Notes

Reaction equation

Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][CH3:12])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[N:3]=1.[CH3:21][S-:22].[Na+]>CS(C)=O>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:4]2[N:3]=[C:2]([S:22][CH3:21])[N:10]=[C:9]3[C:5]=2[N:6]=[CH:7][N:8]3[CH2:11][CH3:12])=[CH:15][CH:16]=1

Participants

Conditions

Temperature: 110 °C

Procedure

A mixture of the product from step (ii) (0.6 g) and sodium thiomethoxide (0.45 g) in dimethylsulphoxide (15 ml) was heated at 110° C. for 4 h. The mixture was partitioned between ethyl acetate and water, the organics washed with water, dried (MgSO4) and evaporated under reduced pressure. Yield 0.45 g

Workup

customThe mixture was partitioned between ethyl acetate and water
washthe organics washed with water
dry with materialdried (MgSO4)
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-7f42dc0cfc5c4c3aafe0bafa0a95f05c
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07439240B2

Reaction notes

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