Acetic Acid → HCID 21445378, compound

HRID 436449Notes

Reaction equation

HRID 436449 reaction equation
[N+:1]([C:4]1[C:9]([CH:10]=O)=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2].C(O)(=O)C.[CH2:20]([N:22]([CH2:30][CH3:31])[C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1)[CH3:21]>C(O)C>[N+:1]([C:4]1[C:9]([CH:10]=[N:29][C:26]2[CH:25]=[CH:24][C:23]([N:22]([CH2:30][CH3:31])[CH2:20][CH3:21])=[CH:28][CH:27]=2)=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7120N,N-Diethyl-p-phenylenediamineHCID 885056-Nitroveratraldehyde

Product 1

HCID 21445378HCID 21445378, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a refluxing, stirred suspension of 63.3 g (0.3 mole) of 6-nitroveratraldehyde and 1.0 ml glacial acetic acid in 800 ml ethanol was added over 15 min a solution containing 54 g (0.33 mole) of N,N-diethyl-p-phenylenediamine in 50 ml ethanol. The resulting solution was stirred and refluxed for 1 hr, then stored at 0°. The solid was collected, washed with 200 ml cold ethanol, and air dried to give 89 g (83%) of the product m.p. 117°-122°.

Workup

  1. additionwas added over 15 min a solution
  2. stirringThe resulting solution was stirred
  3. temperaturerefluxed for 1 hr
  4. customstored at 0°
  5. customThe solid was collected
  6. washwashed with 200 ml cold ethanol, and air
  7. customdried

Sources & evidence

ORD record
ord-b9700ce2fe4f4caf88c463ec2471633e
Source dataset
uspto-grants-1977_02
Patent number
US04009177

Reaction notes

Loading…