Methyl isothiocyanate → HCID 54557156, compound

HRID 990098Notes

Reaction equation

HRID 990098 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]([NH:19][NH2:20])=[O:18])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][N:22]=[C:23]=[S:24]>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH2:13][CH:14]([C:17]([NH:19][NH:20][C:23]([NH:22][CH3:21])=[S:24])=[O:18])[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 18419715Benzyl 4-(hydrazinecarbonyl)piperidine-1-carboxylate

Product 1

HCID 54557156HCID 54557156, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

N-Benzyloxycarbonyl-4-(hydrazinocarbonyl)piperidine (231 g) was dissolved in toluene (500 ml) and a solution of methyl isothiocyanate (90 g) in toluene (50 ml) was added with stirring. After lhr the resulting precipitate was separated, washed with ether and dried to give the title compound (280 g).

Workup

  1. customwas separated
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-507cc2fd76ae46818e373c435102c4cf
Source dataset
uspto-grants-2002_10
Patent number
US06458830B1

Reaction notes

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