Formic Acid → 2-Methylaminocarbonylthioethylamine (formate)

HRID 1607103Notes

Reaction equation

HRID 1607103 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[NH:8][CH2:9][CH2:10][S:11][C:12]([NH:14][CH3:15])=[O:13])C=CC=CC=1.[CH:28]([OH:30])=[O:29]>>[CH:28]([OH:30])=[O:29].[CH3:15][NH:14][C:12]([S:11][CH2:10][CH2:9][NH2:8])=[O:13]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 15616514N-triphenylmethyl-2-methylaminocarbonylthioethylamine

Product 1

HCID 156165162-Methylaminocarbonylthioethylamine (formate)Yield 95%

Conditions

Temperature
50 °C

Procedure

To N-triphenylmethyl-2-methylaminocarbonylthioethylamine (306 mg) which was prepared by the method of Reference 2 was added formic acid (98%; 5 ml). The reaction solution was stirred at a temperature of 50° C. for 30 minutes and was then concentrated under reduced pressure. The resultant residue was purified without after-treatment by silica gel chromatography using a solvent system of chloroform/methanol/water (6:5:1 v/v) to obtain 139 mg of the desired product with a yield of 95%.

Workup

  1. concentrationwas then concentrated under reduced pressure
  2. customThe resultant residue was purified without after-treatment by silica gel chromatography

Sources & evidence

ORD record
ord-1659411165b0411b8063ca1665ed9be6
Source dataset
uspto-grants-1989_09
Patent number
US04863935

Reaction notes

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