3-Bromo-2-methyl-1-propene → 2-(2-methyl-4-nitrophenylimino)-3-(2-methyl-prop-2-enyl)-4,4-dimethyl-1,3-thiazolidine HBr salt

HRID 276542Notes

Reaction equation

HRID 276542 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[NH:16][C:15]([CH3:18])([CH3:17])[CH2:14][S:13]1.[CH3:19][C:20](=[CH2:23])[CH2:21][Br:22]>>[BrH:22].[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[N:16]([CH2:21][C:20]([CH3:23])=[CH2:19])[C:15]([CH3:18])([CH3:17])[CH2:14][S:13]1

Participants

3

Reactant 2

HCID 3577853-Bromo-2-methyl-1-propeneHCID 178428743HCID 178428743, compound

Product 1

HCID 865901702-(2-methyl-4-nitrophenylimino)-3-(2-methyl-prop-2-enyl)-4,4-dimethyl-1,3-thiazolidine HBr salt

Procedure

1,1-Dimethyl-2-hydroxyamine was converted to 1,1-dimethyl-2-chloroethylammonium chloride according to Method B7a. 2-Methyl-4-nitrophenyl isothiocyanate was reacted with 1,1-dimethyl-2-chloroethylammonium chloride according to Method C1a to give 2-(2-methyl-4-nitrophenylimino)-4,4-dimethyl-1,3-thiazolidine. The thiazolidine was reacted with 2-methylprop-2-en-1-yl bromide according to Method D2g to afford 2-(2-methyl-4-nitrophenylimino)-4,4-dimethyl-3-(2-methylprop-2-en-1-yl)-1,3-thiazolidine HBr salt.

Sources & evidence

ORD record
ord-902289c2e56b4a51bfbb9de1724acd91
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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