Isopropyl Isothiocyanate → 4-[3-(Isopropylthioureido)benzoyl]-1-methylpiperidine

HRID 1836410Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([CH:7]1[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]1)=[O:6].[CH:17]([N:20]=[C:21]=[S:22])([CH3:19])[CH3:18]>>[CH:17]([NH:20][C:21](=[S:22])[NH:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([CH:7]1[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12]1)=[O:6])([CH3:19])[CH3:18]

Participants

Reactant 2

HCID 75263Isopropyl Isothiocyanate

HCID 101306514-[3-Aminobenzoyl]-1-methylpiperidine

Product 1

HCID 235188104-[3-(Isopropylthioureido)benzoyl]-1-methylpiperidineYield 43%

Procedure

Following the example above and beginning with 4-[3-aminobenzoyl]-1-methylpiperidine (25 mg, 0.115 mmol) and isopropyl isothiocyanate (133 μL, 1.401 mmol), 15.6 mg (43%) of the title compound were recovered.

Sources & evidence

ORD record: ord-0188a4b2bf524ac7a7213e38af16957e
Source dataset: uspto-grants-2004_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06777428B1

Reaction notes

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