3,4-Xylenethiol → methyl N-{1-methyl-1-[4-(3,4-xylylthiomethyl)phenyl]ethyl}carbamate

HRID 378640Notes

Reaction equation

HRID 378640 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([SH:9])[CH:5]=[CH:6][C:7]=1[CH3:8].Br[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([NH:21][C:22](=[O:25])[O:23][CH3:24])([CH3:20])[CH3:19])=[CH:14][CH:13]=1>CN(C=O)C>[CH3:20][C:18]([NH:21][C:22](=[O:25])[O:23][CH3:24])([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][S:9][C:4]2[CH:5]=[CH:6][C:7]([CH3:8])=[C:2]([CH3:1])[CH:3]=2)=[CH:13][CH:14]=1)[CH3:19]

Participants

4

Reactant 2

HCID 877993,4-XylenethiolHCID 18349698methyl N-(1-(4-bromomethylphenyl)-1-methylethyl]carbamate

Product 1

HCID 18349783methyl N-{1-methyl-1-[4-(3,4-xylylthiomethyl)phenyl]ethyl}carbamate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 3,4-dimethylbenzenethiol (9.24 g) in DMF (30 ml) reacted with a solution of methyl N-(1-(4-bromomethylphenyl)-1-methylethyl]carbamate (19.15 g) in DMF (100 ml) by Method 6a) to give methyl N-{1-methyl-1-[4-(3,4-xylylthiomethyl)phenyl]ethyl}carbamate as a sticky solid.

Sources & evidence

ORD record
ord-789dae8269774eeca75790c1ea362685
Source dataset
uspto-grants-2000_02
Patent number
US06031109

Reaction notes

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