Acetic Acid → HCID 21515665, compound

HRID 1284155Notes

Reaction equation

HRID 1284155 reaction equation
[C:1]1([C:7]2[NH:8][C:9]3[C:14]([C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:13][C:12]2[O:22][CH2:23][O:24][C:11]=2[CH:10]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=[O:27])C.OO.[OH2:31]>[NH4+].[NH4+].[O-][Mo]([O-])(=O)=O>[C:7]([NH:8][C:9]1[CH:10]=[C:11]2[O:24][CH2:23][O:22][C:12]2=[CH:13][C:14]=1[C:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:27])(=[O:31])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962Water2×HCID 21515664HCID 21515664, compound

Product 1

HCID 21515665HCID 21515665, compound

Reagents, catalysts & solvents 1

HCID 61578Diammonium molybdateCatalyst

Procedure

To a flask equipped with a stirrer, condenser, dropping funnel and thermometer are charged 31.3 g. of 2,3-diphenyl-5,6-methylenedioxy indole, 600 ml. of acetic acid and 0.30 g. of ammonium molybdate dissolved in 30 ml. of water. The stirred mixture is heated to 60°-65°C. and then treated dropwise (about 15 minutes) with 30 ml. of 40% hydrogen peroxide. The mixture is maintained at 65° for about 2 hours and then treated with 150 ml. water. The resultant solid is filtered off and recrystallized from chloroform to give 2-benzoylamino-4,5-methylenedioxybenzophenone, m.p. 195°-197°C.

Workup

  1. customTo a flask equipped with a stirrer, condenser
  2. additionthermometer are charged 31.3 g
  3. temperatureThe stirred mixture is heated to 60°-65°C.
  4. additiontreated dropwise (about 15 minutes) with 30 ml
  5. temperatureThe mixture is maintained at 65° for about 2 hours
  6. additiontreated with 150 ml
  7. filtrationThe resultant solid is filtered off
  8. customrecrystallized from chloroform

Sources & evidence

ORD record
ord-2beb52fb2e0344a5a62148208007a8a7
Source dataset
uspto-grants-1976_08
Patent number
US03978086

Reaction notes

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