Potassium Carbonate → HCID 58646872, compound

HRID 1441725Notes

Reaction equation

HRID 1441725 reaction equation
[N+:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([NH2:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:15]1(=O)[O:21][C:19](=[O:20])[CH:18]=[C:16]1[CH3:17].C([O-])([O-])=O.[K+].[K+]>C(O)(=O)C>[CH3:17][C:16]1[C:15](=[O:21])[N:14]([C:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:19](=[O:20])[CH:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12012Citraconic AnhydridesHCID 130574-Nitro-1-naphthylamine

Product 1

HCID 58646872HCID 58646872, compoundYield 121%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
115 °C

Procedure

4-nitro-1-naphthalamine (2.00 g, 10.63 mmol) and citraconic anhydride (1.05 mL, 11.69 mmol) were dissolved in acetic acid (10 mL) and heated to 115° C. for 14 h. The reaction was then cooled to 25° C. and transferred to cold sat K2CO3 with vigorous stirring. After 15 min, the solution was filtered, rinsed with water and dried under vacuum to yield 3.63 g of compound 16A as a yellow solid. This material was taken on to the next step without further purification.

Workup

  1. temperatureThe reaction was then cooled to 25° C.
  2. filtrationthe solution was filtered
  3. washrinsed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-fa6a54209cf14d5ca798a0ee9715dbba
Source dataset
uspto-grants-2010_02
Patent number
US07655688B2

Reaction notes

Loading…