Methanesulfonic Acid → HCID 20459491, compound

HRID 544131Notes

Reaction equation

HRID 544131 reaction equation
[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[NH:8][CH2:9][CH:10]([NH:12][CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:32][S:33]([OH:36])(=[O:35])=[O:34]>CO.O>[CH3:32][S:33]([OH:36])(=[O:35])=[O:34].[CH3:32][S:33]([OH:36])(=[O:35])=[O:34].[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[NH:8][CH2:9][CH:10]([NH:12][CH:13]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20459484HCID 20459484, compound

Product 1

HCID 20459491HCID 20459491, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

25 g of N,N'-bis-(diphenylmethyl)-1,2-propylenediamine dissolved in 75 ml of methanol are added dropwise while stirring vigorously at 10° C. to a solution of 12.05 g of methanesulphonic acid in 175 ml of water. The mixture is stirred for a further 15 minutes at room temperature, inoculated and left to crystallise overnight. The methanol is then drawn off under reduced pressure and the remainder is left to crystallise completely at 0° C., is filtered with suction, washed with 40 ml of ice water and left to dry under 0.1 to 0.4 mbar, first for a few hours at room temperature and then overnight at 50° C. N,N'-bis-(diphenylmethyl)-1,2-propylenediamine bis-methanesulphonate having a melting point of 218°-219° C. (with decomposition) is obtained.

Workup

  1. additionare added dropwise
  2. waitleft
  3. customto crystallise overnight
  4. waitthe remainder is left
  5. customto crystallise completely at 0° C.
  6. filtrationis filtered with suction
  7. washwashed with 40 ml of ice water
  8. waitleft
  9. customto dry under 0.1 to 0.4 mbar, first for a few hours at room temperature
  10. customovernight
  11. customat 50° C

Sources & evidence

ORD record
ord-645ab4e6e66a43ecadeb423b96a744a8
Source dataset
uspto-grants-1984_05
Patent number
US04448776

Reaction notes

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