Dichloromethane → HCID 69597656, compound

HRID 1796807Notes

Reaction equation

HRID 1796807 reaction equation
ClCCl.[CH3:4][C:5]1[CH:37]=[CH:36][CH:35]=[CH:34][C:6]=1[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH2:23][CH2:22][NH:21][CH:20]([CH3:24])[CH:19]2[C:25]23[O:32][CH2:31][C:28]([CH3:33])([CH2:29][O:30]2)[CH2:27][O:26]3)(=[O:17])=[O:16])=[CH:11][CH:10]=1.[CH3:38][N:39]=[C:40]=[O:41]>C(OCC)(=O)C>[CH3:38][NH:39][C:40]([N:21]1[CH2:22][CH2:23][N:18]([S:15]([C:12]2[CH:11]=[CH:10][C:9]([O:8][CH2:7][C:6]3[CH:34]=[CH:35][CH:36]=[CH:37][C:5]=3[CH3:4])=[CH:14][CH:13]=2)(=[O:16])=[O:17])[CH:19]([C:25]23[O:32][CH2:31][C:28]([CH3:33])([CH2:29][O:30]2)[CH2:27][O:26]3)[CH:20]1[CH3:24])=[O:41]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 12228Methyl IsocyanateHCID 22182504HCID 22182504, compound

Product 1

HCID 69597656HCID 69597656, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
23 °C

Procedure

To a dichloromethane (5 ml) solution of 1-[4-(2-methyl-benzyloxy)-benzenesulfonyl]-3-methyl-2-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-piperazine (compound of formula XLV, 1.78 g, 3.64 mmol) at about 0° C. was added methyl isocyanate (0.24 ml, 4.0 mmol). The reaction was allowed to stir for about 0.5 hour at about 23° C., was diluted with ethyl acetate and extracted with water. The organic layer was dried with sodium sulfate and then was concentrated to give 1.927 g of a compound of formula XLIV.

Workup

  1. extractionextracted with water
  2. dry with materialThe organic layer was dried with sodium sulfate
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-e35a4bb6187e48ea9d518bbc6e2ff0b2
Source dataset
uspto-grants-2006_04
Patent number
US07030242B2

Reaction notes

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