Thionyl Chloride → HCID 86590168, compound

HRID 276660Notes

Reaction equation

[CH2:1]([NH:5][CH2:6][CH2:7][CH2:8]O)[CH:2]([CH3:4])[CH3:3].O=S(Cl)[Cl:12]>>[ClH:12].[CH2:1]([NH:5][CH2:6][CH2:7][CH2:8][Cl:12])[CH:2]([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 27720393-Isobutylamino-propan-1-ol

Product 1

HCID 86590168HCID 86590168, compound

Procedure

3-Aminopropanol was reacted with butyraldehyde according to Method B9a, Step 1 to afford 2-isopropyltetrahydro,1,3-oxazine. The oxazine was reduced according to Method B9a, Step 2 to give N-isobutyl-3-hydroxypropylamine. The 3-hydroxypropylamine was reacted with SOCl2 according to Method B9a, Step 3 to give N-isobutyl-3-chloropropylamine HCl salt. The 3-chloropropylamine was reacted with 2-methyl-4-nitrophenyl isothiocyanate according to Method C1a to afford 2-(2-methyl-4-nitrophenylimino)-3-isobutyltetrahydro-1,3-thiazine.

Sources & evidence

ORD record: ord-aa591f988984470191e08650b6b2970b
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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