2-Methyl-4-nitrophenyl isothiocyanate → HCID 18315955, compound

HRID 276661Notes

Reaction equation

HRID 276661 reaction equation
Cl.[CH2:2]([NH:6][CH2:7][CH2:8][CH2:9]Cl)[CH:3]([CH3:5])[CH3:4].[CH3:11][C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1[N:21]=[C:22]=[S:23]>>[CH3:11][C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1[N:21]=[C:22]1[N:6]([CH2:2][CH:3]([CH3:5])[CH3:4])[CH2:7][CH2:8][CH2:9][S:23]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 86590168HCID 86590168, compound

Product 1

HCID 18315955HCID 18315955, 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-d17c6288623c47ed8d1f74a112d5b0a6
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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