Acetic Acid → HCID 9903974, compound

HRID 1416158Notes

Reaction equation

HRID 1416158 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([NH:8][C:9](=[O:15])[C:10](=[O:14])[NH:11]2)=[CH:6][C:5]=1[S:16](Cl)(=[O:18])=[O:17])([O-:3])=[O:2].[NH4+:20].C(O)(=O)C>O>[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([NH:8][C:9](=[O:15])[C:10](=[O:14])[NH:11]2)=[CH:6][C:5]=1[S:16]([NH2:20])(=[O:18])=[O:17])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 223AmmoniumHCID 54433101HCID 54433101, compound

Product 1

HCID 9903974HCID 9903974, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.58 g (0.015 mole) of 1,2,3,4-tetrahydro-7-nitro-2,3-dioxo-6-quinoxalinesulfonyl chloride and 30 ml of 25% ammonium hydroxyde is stirred at a temperature between 5° C. and 10° C. for 3 hours and then allowed to stand for 16 hours. To the mixture 6 ml of acetic acid and 40 ml of water are added, the separated crystals are filtered off, washed with water and acetone, dried and dissolved in a slight amount of hot dimethyl sulfoxide. The product is precipitated from this solution with 2-propanol. Thus 1.40 g (17%) of 1,2,3,4-tetrahydro-7-nitro-2,3-dioxo-6-quinoxaline sulfonamide are obtained, m.p.: >330° C.

Workup

  1. waitto stand for 16 hours
  2. filtrationthe separated crystals are filtered off
  3. washwashed with water and acetone
  4. customdried
  5. dissolutiondissolved in a slight amount of hot dimethyl sulfoxide
  6. customThe product is precipitated from this solution with 2-propanol

Sources & evidence

ORD record
ord-1a2e68b922e746fbbf009482e8daf4cb
Source dataset
uspto-grants-1999_06
Patent number
US05912245

Reaction notes

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