Thionyl Chloride → HCID 86590185, compound

HRID 276662Notes

Reaction equation

[CH2:1]([NH:5][CH2:6][CH2:7][CH:8](O)[CH3:9])[CH:2]([CH3:4])[CH3:3].O=S(Cl)[Cl:13]>>[ClH:13].[CH2:1]([NH:5][CH2:6][CH2:7][CH:8]([Cl:13])[CH3:9])[CH:2]([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 18316511HCID 18316511, compound

Product 1

HCID 86590185HCID 86590185, compound

Procedure

4-Aminobutanol was reacted with butyraldehyde according to Method B9a, Step 1 to afford 2-isopropyltetrahydro,1,3-oxazepine. The 1,3-oxazepine was reduced according to Method B9a, Step 2 to give N-isobutyl-3-hydroxybutylamine. The 3-hydroxybutylamine was reacted with SOCl2 according to Method B9a, Step 3 to give N-isobutyl-3-chlorobutylamine HCl salt. The 3-chlorobutylamine was reacted with 2-methyl-4-nitrophenyl isothiocyanate according to Method C1a to afford 2-(2-methyl-4-nitrophenylimino)-3-isobutyltetrahydro-1,3-thiazepine.

Sources & evidence

ORD record: ord-50407bd7bb4045c3b356a398e37de334
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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