2-Methyl-4-nitrophenyl isothiocyanate → HCID 178455883, compound

HRID 276474Notes

Reaction equation

HRID 276474 reaction equation
O[CH2:2][C@@H:3]([NH2:8])[C@@H:4]([CH3:7])[CH2:5][CH3:6].[CH3:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[C:20]=[S:21]>>[CH3:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[C:20]1[NH:8][C@@H:3]([C@H:4]([CH2:5][CH3:6])[CH3:7])[CH2:2][S:21]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 272402724629-25-2

Product 1

HCID 178455883HCID 178455883, compound

Procedure

(1S,2S)-1-(Hydroxymethyl)-2-methylbutylamine was converted to (1S,2S)-1-(chloromethyl)-2-methylbutanammonium chloride as described in Method B7a. 2-Methyl-4-nitrophenyl isothiocyanate was reacted with (1S,2S)-1-(chloromethyl)-2-methylbutanammonium chloride according to Method C1a to give (4S)-2-(2-methyl-4-nitrophenylimino)-4-((2S)-2-butyl)-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-4-((2S)-2-butyl)-3-isobutyl-1,3-thiazolidine HCl salt.

Sources & evidence

ORD record
ord-97cc1cc146484f85aa635cd362769fbb
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

Loading…