Hydrochloric Acid → HCID 14324507, compound

HRID 2352482Notes

Reaction equation

HRID 2352482 reaction equation
[CH2:1]([N:5]([CH2:19][CH2:20][CH2:21][CH3:22])[S:6]([C:9]1[CH:14]=[CH:13][C:12](Cl)=[C:11]([N+:16]([O-:18])=[O:17])[CH:10]=1)(=[O:8])=[O:7])[CH2:2][CH2:3][CH3:4].[CH3:23][C:24]1[O:28][N:27]=[C:26]([OH:29])[CH:25]=1.C(=O)([O-])O.[Na+].Cl>O.CO.CS(C)=O>[CH3:23][C:24]1[O:28][N:27]([C:12]2[CH:13]=[CH:14][C:9]([S:6](=[O:8])(=[O:7])[N:5]([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:10][C:11]=2[N+:16]([O-:18])=[O:17])[C:26](=[O:29])[CH:25]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 24781HymexazolHCID 516892Sodium BicarbonateHCID 5323285HCID 5323285, compound

Product 1

HCID 14324507HCID 14324507, compound

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 600 g of N,N-dibutyl-4-chloro-3-nitrobenzenesulfonamide, 220 g of 5-methyl-3-hydroxyisoxazole, 300 g of sodium hydrogen carbonate and 1.5 liter of dimethylsulfoxide was reacted at 80° C. for 6 hours. The reaction mixture was cooled to 40° C., 1.2 liter of methanol was added thereto, and then 400 ml of concentrated hydrochloric acid was added thereto at 25° C. After stirring for 30 minutes, 800 ml of water was added thereto. The crystals thus deposited were collected by filtration, washed with water, recrystallized from methanol and dried. Yield: 613 g (86.6%). Melting point: 84° to 86° C.

Workup

  1. customwas reacted at 80° C. for 6 hours
  2. customat 25° C
  3. filtrationThe crystals thus deposited were collected by filtration
  4. washwashed with water
  5. customrecrystallized from methanol
  6. customdried

Sources & evidence

ORD record
ord-ae8671b127f2413c95d6aa0f6bceda7c
Source dataset
uspto-grants-1989_10
Patent number
US04877720

Reaction notes

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