Hydrochloric Acid → HCID 23353114, compound

HRID 2395860Notes

Reaction equation

HRID 2395860 reaction equation
[O:1]1[CH2:4][CH:3]([O:5][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[S:14]([NH2:17])(=[O:16])=[O:15])=[O:7])[CH2:2]1.[C:18](=O)([O:26]C1C=CC=CC=1)[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[O:1]1[CH2:4][CH:3]([O:5][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[S:14]([NH:17][C:18](=[O:26])[O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)(=[O:16])=[O:15])=[O:7])[CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7597Diphenyl carbonateHCID 11430Potassium CarbonateHCID 233531172-(Oxetan-3-oxycarbonyl)phenylsulfonamide

Product 1

HCID 23353114HCID 23353114, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2.57 g of 2-(oxetan-3-oxycarbonyl)phenylsulfonamide, 2.14 g of diphenyl carbonate, 1.38 g of potassium carbonate and 13 ml of dimethylformamide is stirred at a temperature of 20°-25° C. for 15 hours. The reaction mixture is then poured into ice-water, the pH is brought to a value of 5-6 by dropwise addition of 10% hydrochloric acid and the mixture is extracted with ethyl acetate and washed with water. After drying over sodium sulfate, evaporation and crystallisation of the residue from diethyl ether, 2.2 g of phenyl N-[2-(oxetan-3-oxycarbonyl)phenylsulfonyl)carbamate (compound 1.030) of melting point 91°-92° C. are obtained.

Workup

  1. extractionthe mixture is extracted with ethyl acetate
  2. washwashed with water
  3. dry with materialAfter drying over sodium sulfate, evaporation and crystallisation of the residue from diethyl ether, 2.2 g of phenyl N-[2-(oxetan-3-oxycarbonyl)phenylsulfonyl)carbamate (compound 1.030) of melting point 91°-92° C.
  4. customare obtained

Sources & evidence

ORD record
ord-09ccd22ca2ce47828ac5fb83348a57a9
Source dataset
uspto-grants-1996_02
Patent number
US05489695

Reaction notes

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