Acetic Acid → HCID 54100286, compound

HRID 1416160Notes

Reaction equation

HRID 1416160 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].CC(C)=O.[N+:10]([C:13]1[CH:22]=[C:21]2[C:16]([NH:17][C:18](=[O:24])[C:19](=[O:23])[NH:20]2)=[CH:15][C:14]=1[S:25](Cl)(=[O:27])=[O:26])([O-:12])=[O:11].C(O)(=O)C>O>[CH2:1]([N:3]([CH2:4][CH3:5])[S:25]([C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][C:13]=1[N+:10]([O-:12])=[O:11])[NH:20][C:19](=[O:23])[C:18](=[O:24])[NH:17]2)(=[O:26])=[O:27])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 180AcetoneHCID 8021DiethylamineHCID 54433101HCID 54433101, compound

Product 1

HCID 54100286HCID 54100286, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 10.97 g (0.015 mole) of diethylamine in 20 ml of acetone 4.58 g (0.015 mole) of 1,2,3,4-tetrahydro-7-nitro-2,3-dioxo-6-quinoxalinesulfonyl chloride are added a temperature between 5° C. and 10° C., under stirring, the mixture is stirred at the same temperature for 3 hours and allowed to stand for 16 hours. Then 6 ml of acetic acid and 40 ml of water are added to the mixture, the separated crystals are filtered off, washed with water and acetone, dried and recrystallized from acetonitrile. Thus 3.50 g (59%) of N,N-diethyl-1,2,3,4-tetrahydro-7-nitro-2,3-dioxo-6-quinoxaline sulfonamide are obtained, m.p.: >360° C.

Workup

  1. stirringthe mixture is stirred at the same temperature for 3 hours
  2. filtrationthe separated crystals are filtered off
  3. washwashed with water and acetone
  4. customdried
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-691b5ba4751a496994e1a3dd95e7c48a
Source dataset
uspto-grants-1999_06
Patent number
US05912245

Reaction notes

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