Sodium methanethiolate → HCID 22320453, compound

HRID 433194Notes

Reaction equation

[CH2:1]([C:5]1[N:6]([CH2:19][CH2:20]Cl)[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:17])[C:8]=2[N:18]=1)[CH2:2][CH2:3][CH3:4].[CH3:22][S-:23].[Na+]>>[CH2:1]([C:5]1[N:6]([CH2:19][CH2:20][S:23][CH3:22])[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:17])[C:8]=2[N:18]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 4378561Sodium methanethiolate

HCID 22320437HCID 22320437, compound

Product 1

HCID 22320453HCID 22320453, compoundYield 93.5%

Procedure

Using the general method of Example 21 Part D, 2-butyl-1-(2-chloroethyl)-1H-imidazo[4,5-c]quinoline-4-amine (1.44 g, 4.76 mmol) was reacted with sodium thiomethoxide (0.42 g of 95%, 5.71 mmol) to provide 1.4 g of 2-butyl-1-[2-(methylthio)ethyl]-1H-imidazo[4,5-c]quinolin-4-amine as an off-white powder.

Sources & evidence

ORD record: ord-162dd4ec43e8436996b277a53988c2e2
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06667312B2

Reaction notes

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