Ammonia → Dicyclohexylamine

HRID 127579Notes

Reaction equation

HRID 127579 reaction equation
[CH:1]1([NH:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(CCC(N1C(C(O)=O)CC2C(=CC=CC=2)C1)=S)(=O)C1C=CC=CC=1.N>CO>[CH:8]1([NH:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86737592HCID 86737592, compound

Product 1

HCID 7582DicyclohexylamineYield 74.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.4 g of 2-(3-benzoylthio-propionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid dicyclohexylamine salt are dissolved in 20 ml of methanol, and 20 ml of 8 % aqueous ammonia are added thereto. The mixture is stirred at room temperature overnight in nitrogen gas atmosphere. The reaction mixture is condensed to dryness under reduced pressure, and the residue is washed with ether. 0.85 g of 2-(3-mercaptopropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid.dicyclohexylamine salt is thereby obtained. Yield: 74.7 % M.p. 193°-194° C.(decomp.) (This product begins to gradually decompose at 176° C.)

Workup

  1. customcondensed to dryness under reduced pressure
  2. washthe residue is washed with ether

Sources & evidence

ORD record
ord-af5c46a9bb91446588035dedaca49ccf
Source dataset
uspto-grants-1981_03
Patent number
US04256751

Reaction notes

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