Methoxycarbonyl isothiocyanate → HCID 54270269, compound

HRID 1439790Notes

Reaction equation

HRID 1439790 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 3 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-butylamino-benzophenone 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-6a8fffea90a34df1901b4f30c9d63e2e
Source dataset
uspto-grants-1977_11
Patent number
US04060636

Reaction notes

Loading…