Thionyl Chloride → HCID 178428756, compound

HRID 276490Notes

Reaction equation

HRID 276490 reaction equation
[CH:1]([C@@H:4]([NH2:7])[CH2:5]O)([CH3:3])[CH3:2].O=S(Cl)Cl.[CH3:12][C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:14]=1[N:22]=[C:23]=[S:24]>>[CH3:12][C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:14]=1[N:22]=[C:23]1[NH:7][C@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][S:24]1

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 6950587D-Valinol

Product 1

HCID 178428756HCID 178428756, compound

Procedure

(1R)-1-Isopropyl-2-hydroxyethylamine was reacted with SOCl2 followed by 2-Methyl-4-nitrophenyl isothiocyanate according to Method C2a to give (4R)-2-(2-methyl-4-nitrophenylimino)-4-isopropyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4R)-2-(2-methyl -4-nitrophenylimino)-4-isopropyl-3-isobutyl-1,3-thiazolidine.

Sources & evidence

ORD record
ord-e57f662bf6bf414e97d9c41c6fe6e8a0
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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