Methylamine → HCID 178483000, compound

HRID 276506Notes

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][CH:15]([CH2:17]Cl)[CH2:14][S:13]1.[CH3:19][NH2:20]>>[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][CH:15]([CH2:17][NH:20][CH3:19])[CH2:14][S:13]1

Participants

Reactant 2

HCID 6329Methylamine

HCID 178428745HCID 178428745, compound

Product 1

HCID 178483000HCID 178483000, compound

Procedure

2-Amino-1,3-propanediol was reacted with excess SOCl2 followed by 2-methyl-4-nitrophenyl isothiocyanate according to Method C2a to give 2-(2-methyl-4-nitrophenylimino)-4-(chloromethyl)-1,3-thiazolidine. The thiazolidine was reacted with N-methylamine according to Method D13a to give 2-(2-methyl-4-nitrophenylimino)-4-(N-methylaminomethyl)-1,3-thiazolidine, which was reacted with isobutyl bromide according to Method D2a to afford 2-(2-methyl-4-nitrophenylimino)-3-isobutyl-4-(N-isobutyl-N-methylaminomethyl)-1,3-thiazolidine.

Sources & evidence

ORD record: ord-ff848e83236a4f7eafe0a42378bb3e42
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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