Acetic Anhydride → HCID 72791770, compound

HRID 333635Notes

Reaction equation

HRID 333635 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[N:11][C:12](=[C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:19][C:18]([CH3:27])([CH3:26])[NH:17]2)[C:13]([NH2:15])=[O:14])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].CN(C1C=CC=CN=1)C.[C:37](OC(=O)C)(=[O:39])[CH3:38]>N1C=CC=CC=1>[C:37]([N:17]1[C:18]([CH3:27])([CH3:26])[CH2:19][C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:16]1=[C:12]([N:11]=[N:10][C:7]1[CH:6]=[CH:5][C:4]([C:1](=[O:3])[CH3:2])=[CH:9][CH:8]=1)[C:13]([NH2:15])=[O:14])(=[O:39])[CH3:38]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 218852-DimethylaminopyridineHCID 178466770HCID 178466770, compound

Product 1

HCID 72791770HCID 72791770, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-(4-acetyl-phenylazo)-2-(3,3-dimethyl-3,4-dihydro-2H-isoquinoline-1-ylidene)-acetamide (Asinex Corp., Russia) and dimethylaminopyridine are dissolved in pyridine on the ice bath, and acetic anhydride is added. After the reaction is stopped, the solvent after the reaction as described above is poured on ice water to extract the reaction product by adding dichloromethane. The reaction product is dried by using anhydrous sodium sulfate and filtered and, then, the solvent is removed by reducing the pressure. The residue containing the reaction product is purified by column chromatography to obtain the title compound.

Workup

  1. additionis added
  2. customthe solvent after the reaction
  3. additionabove is poured on ice water
  4. extractionto extract the reaction product
  5. additionby adding dichloromethane
  6. customThe reaction product is dried
  7. filtrationfiltered
  8. customthe solvent is removed
  9. additionThe residue containing the reaction product
  10. customis purified by column chromatography

Sources & evidence

ORD record
ord-2cc430eb06734784958a3946b4ba75bc
Source dataset
uspto-grants-2014_11
Patent number
US08883504B2

Reaction notes

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