Formic Acid → HCID 11830624, compound

HRID 2049128Notes

Reaction equation

HRID 2049128 reaction equation
[C:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)(=O)[CH3:2].[CH:9]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.C(O)=O>C1(C)C=CC=CC=1>[CH:9]1([N:15]=[C:1]([C:4]2[S:5][CH:6]=[CH:7][CH:8]=2)[CH3:2])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 69202-AcetylthiopheneHCID 7965Cyclohexylamine

Product 1

HCID 11830624HCID 11830624, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

378 g (3 moles) of acetylthiophene, 594 g (6 moles) of cyclohexylamine and 6 ml of formic acid are azeotropically dehydrated by means of 1 liter of toluene. When all the water has been removed, the solution is cooled and the toluene and excess amine are removed under reduced pressure of 18 mm of mercury, without exceeding 120° C. in the reactor. In this way, 630 g of acetylthiophene N-cyclohexylimine are obtained, titrating 94.5% by gas phase chromatography, namely a yield of 97%. NMR spectrum in carbon tetrachloride

Workup

  1. customWhen all the water has been removed
  2. temperaturethe solution is cooled
  3. customthe toluene and excess amine are removed under reduced pressure of 18 mm of mercury
  4. customwithout exceeding 120° C. in the reactor

Sources & evidence

ORD record
ord-bff9892091bf4095bdae7b40690cd80b
Source dataset
uspto-grants-1980_04
Patent number
US04196299

Reaction notes

Loading…