Isobutyraldehyde → HCID 18316458, compound

HRID 276513Notes

Reaction equation

[C:1]1([CH2:7][CH:8]([OH:11])[CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:12](=O)[CH:13]([CH3:15])[CH3:14]>>[CH:13]([CH:15]1[NH:10][CH2:9][CH:8]([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:11]1)([CH3:14])[CH3:12]

Participants

Reactant 2

HCID 6561Isobutyraldehyde

HCID 37580461-Amino-3-phenylpropan-2-ol

Product 1

HCID 18316458HCID 18316458, compound

Procedure

3-Phenyl-2-hydroxypropylamine was reacted with isobutyraldehyde according to Method B4c, Step 1 to give 2-isopropyl-5-benzyl-1,3-oxazolidine. The oxazolidine was reduced according to Method B4c, Step 2 to give N-isobutyl-3-phenyl-2-hydroxypropylamine. The propanolamine was reacted with SOCl2 followed by 2,3-dichlorophenyl isothiocyanate according to Method C2f to afford 2-(2,3-dichlorophenylimino)-3-isobutyl-5-benzyl-1,3-thiazolidine HCl salt.

Sources & evidence

ORD record: ord-09e4e33e1d02499591038c605ed5a68b
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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