Sulfuric Acid → 2-(3-Acetylureido)-5-phenoxysulfonylnitrobenzene

HRID 2164411Notes

Reaction equation

HRID 2164411 reaction equation
S(=O)(=O)(O)O.[O:6]([S:13]([C:16]1[CH:17]=[CH:18][C:19]([NH:25][C:26]([NH2:28])=[O:27])=[C:20]([N+:22]([O-:24])=[O:23])[CH:21]=1)(=[O:15])=[O:14])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>>[C:29]([NH:28][C:26](=[O:27])[NH:25][C:19]1[CH:18]=[CH:17][C:16]([S:13]([O:6][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)(=[O:15])=[O:14])=[CH:21][C:20]=1[N+:22]([O-:24])=[O:23])(=[O:31])[CH3:30]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 15585382Phenyl 4-(carbamoylamino)-3-nitrobenzene-1-sulfonate

Product 1

HCID 155853832-(3-Acetylureido)-5-phenoxysulfonylnitrobenzene

Procedure

1 ml of concentrated sulfuric acid is added, with stirring, to 50.5 g of 5-phenoxysulfonyl-2-ureidonitrobenzene in 250 ml of acetic anhydride. A clear solution is produced, followed rapidly by precipitation. The mixture is stirred for a further two hours, and the solid is filtered off with suction and washed consecutively with glacial acetic acid and diisopropyl ether, melting point 198° C., decomposition.

Workup

  1. customA clear solution is produced
  2. customfollowed rapidly by precipitation
  3. filtrationthe solid is filtered off with suction
  4. washwashed consecutively with glacial acetic acid and diisopropyl ether, melting point 198° C., decomposition.

Sources & evidence

ORD record
ord-2abb907d14074f12bd88ccd38b274b93
Source dataset
uspto-grants-1985_03
Patent number
US04504490

Reaction notes

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