2-Methyl-4-nitrophenyl isothiocyanate → HCID 53754940, compound

HRID 276663Notes

Reaction equation

HRID 276663 reaction equation
Cl.[CH2:2]([NH:6][CH2:7][CH2:8][CH:9](Cl)[CH3:10])[CH:3]([CH3:5])[CH3:4].[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[N:6]([CH2:2][CH:3]([CH3:5])[CH3:4])[CH2:7][CH2:8][CH2:9][CH2:10][S:24]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 86590185HCID 86590185, compound

Product 1

HCID 53754940HCID 53754940, 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-972125efb5ea49d2aeec0637345fcc31
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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