Sulfuric Acid → 2-(3-Acetylureido)-5-(3-trifluoromethylphenylsulfonyloxy)nitrobenzene

HRID 2164418Notes

Reaction equation

HRID 2164418 reaction equation
S(=O)(=O)(O)O.[F:6][C:7]([F:32])([F:31])[C:8]1[CH:9]=[C:10]([S:14]([O:17][C:18]2[CH:19]=[CH:20][C:21]([NH:27][C:28]([NH2:30])=[O:29])=[C:22]([N+:24]([O-:26])=[O:25])[CH:23]=2)(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1.[C:33](OC(=O)C)(=[O:35])[CH3:34]>>[C:33]([NH:30][C:28](=[O:29])[NH:27][C:21]1[CH:20]=[CH:19][C:18]([O:17][S:14]([C:10]2[CH:11]=[CH:12][CH:13]=[C:8]([C:7]([F:31])([F:6])[F:32])[CH:9]=2)(=[O:16])=[O:15])=[CH:23][C:22]=1[N+:24]([O-:26])=[O:25])(=[O:35])[CH3:34]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 155854995-(3-Trifluoromethylphenylsulfonyloxy)-2-ureidonitrobenzene

Product 1

HCID 155855002-(3-Acetylureido)-5-(3-trifluoromethylphenylsulfonyloxy)nitrobenzene

Procedure

1 ml of concentrated sulfuric acid is added, with stirring, to 60 g of 5-(3-trifluoromethylphenylsulfonyloxy)-2-ureidonitrobenzene in 200 ml of acetic anhydride. A clear solution is initially produced, and the temperature rises to about 40° C. The mixture is stirred for a further four hours, and the precipitate produced is filtered off with suction and washed with diisopropyl ether and petroleum ether, melting point 196° C.

Workup

  1. customA clear solution is initially produced
  2. customrises to about 40° C
  3. customthe precipitate produced
  4. filtrationis filtered off with suction
  5. washwashed with diisopropyl ether and petroleum ether, melting point 196° C.

Sources & evidence

ORD record
ord-ec3f016fb5f04333ba765daa5e09ef4d
Source dataset
uspto-grants-1985_03
Patent number
US04504490

Reaction notes

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