Ethylene Glycol → HCID 21491989, compound

HRID 1973544Notes

Reaction equation

HRID 1973544 reaction equation
C(C1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][C:6]([S:12]([NH2:15])(=[O:14])=[O:13])=[C:5]([CH:16]([CH3:18])[CH3:17])[CH:4]=1)#N.[OH-:19].[K+].[CH2:21]([OH:24])[CH2:22]O.Cl>O>[C:21]([C:22]1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][C:6]([S:12]([NH2:15])(=[O:14])=[O:13])=[C:5]([CH:16]([CH3:18])[CH3:17])[CH:4]=1)([OH:24])=[O:19]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21491925HCID 21491925, compound

Product 1

HCID 21491989HCID 21491989, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Twenty parts 4-cyano-2,5-diisopropylbenzenesulfonamide is refluxed with 50 parts of potassium hydroxide and 400 parts of ethylene glycol under nitrogen for 24 hours. The cooled reaction mixture is diluted with 600 parts of water and acidified with hydrochloride acid. The precipitated product is filtered and washed with water. Drying gives 17 parts of 4-carboxy-2,5-diisopropylbenzenesulfonamide having a.m.p. of 225°-231°.

Workup

  1. customThe cooled reaction mixture
  2. filtrationThe precipitated product is filtered
  3. washwashed with water
  4. customDrying

Sources & evidence

ORD record
ord-d2a2cf982bc640b5851ec4251ecdfa79
Source dataset
uspto-grants-1976_12
Patent number
US03997603

Reaction notes

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