Methoxycarbonyl isothiocyanate → HCID 54270269, compound

HRID 1105840Notes

Reaction equation

HRID 1105840 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[NH:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[C:21]([N:25]=[C:26]=[S:27])([O:23][CH3:24])=[O:22]>C(OCC)C>[C:21]([NH:25][C:26](=[S:27])[NH:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[NH:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6])([O:23][CH3:24])=[O:22]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 54315355HCID 54315355, compound

Product 1

HCID 54270269HCID 54270269, compoundYield 10.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3-amino-4-n-butylaminobenzophenone (2.38 g.) in diethyl ether (200 ml.) is added carbomethoxy isothiocyanate (1.4 g.). The reaction mixture is stirred at room temperature for three hours. The product is collected by filtration and dried to afford 0.2 g. of product, m.p. 160°-162° C., dec. The filtrate is allowed to stand overnight at room temperature and a second crop is collected amounting to 0.15 g., m.p. 162° C., dec. The total amount of 3-(3-carbomethoxythioureido)-4-n-butylaminobenzophenone obtained is 0.35 g. (10.2% yield).

Workup

  1. filtrationThe product is collected by filtration
  2. customdried
  3. customto afford 0.2 g
  4. waitto stand overnight at room temperature
  5. customa second crop is collected amounting to 0.15 g

Sources & evidence

ORD record
ord-776f5aaee6834c3b9e4d24dcc73faa33
Source dataset
uspto-grants-1982_01
Patent number
US04310537

Reaction notes

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