Hydrochloric Acid → HCID 20504611, compound

HRID 1701971Notes

Reaction equation

HRID 1701971 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([S:19]([NH:22][C:23]([NH:25][CH:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=S)(=[O:21])=[O:20])=[CH:15][CH:14]=2)=[O:9])[C:4](=[O:32])[CH2:3]1.C[OH:34].Cl.O>O1CCOCC1.[Hg]=O>[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([S:19]([NH:22][C:23]([NH:25][CH:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:34])(=[O:21])=[O:20])=[CH:15][CH:14]=2)=[O:9])[C:4](=[O:32])[CH2:3]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 20504601HCID 20504601, compound

Product 1

HCID 20504611HCID 20504611, compound

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 312751,4-DioxaneSolvent

Procedure

0.5 g N-(4-[2-(4-methyl-2-oxo-piperidine-1-carboxamide)-ethyl]-benzenesulfonyl)-N'-cyclohexyl-isourea methyl ether (m.p. 138°-140° C., prepared by desulfurization of N-(4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfonyl)-N'-cyclohexyl-thiourea with mercury oxide in the presence of methanol) is dissolved in 5 ml of dioxan, and heated for a short time on a steam bath with 2 ml of concentrated hydrochloric acid. Subsequently, the water is added to the reaction mixture, the product is suction-filtered, reprecipitated from dilute ammonia and recrystallized from dilute acetone. The N-(4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfonyl)-N'-cyclohexyl urea obtained has a melting point of 176°-178° C. and, with the substance obtained according to Example 8, shows no depression.

Workup

  1. filtrationthe product is suction-filtered
  2. customreprecipitated from dilute ammonia
  3. customrecrystallized from dilute acetone

Sources & evidence

ORD record
ord-2ba0f4f39f9346e4934ff2ead7bc9df6
Source dataset
uspto-grants-1983_04
Patent number
US04379785

Reaction notes

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