2-Methyl-4-nitrophenyl isothiocyanate → 2-(2-Methyl-4-nitrophenylimino)-3-(cyclopropylmethyl)-1,3-thiazolidine

HRID 276347Notes

Reaction equation

HRID 276347 reaction equation
[Cl-].[CH:2]1([CH2:5][NH2+:6][CH2:7][CH2:8]Cl)[CH2:4][CH2:3]1.[CH3:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[N:20]=[C:21]=[S:22]>>[CH3:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[N:20]=[C:21]1[N:6]([CH2:5][CH:2]2[CH2:4][CH2:3]2)[CH2:7][CH2:8][S:22]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 18316126N-cyclopropylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183162682-(2-Methyl-4-nitrophenylimino)-3-(cyclopropylmethyl)-1,3-thiazolidine

Procedure

2-Hydroxyethylamine was reacted with cyclopropylmethyl bromide according to Method B2a to give N-cyclopropylmethyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-cyclopropylmethyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 2-methyl-4-nitrophenyl isothiocyanate to give 2-(2-methyl-4-nitrophenylimino)-3-(cyclopropylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-9f132cf4355a403c8cebb0145c84aaa3
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

Loading…