Acetic Anhydride → HCID 20253653, compound

HRID 638213Notes

Reaction equation

HRID 638213 reaction equation
O.Cl.Cl.[NH2:4][C:5]1[CH:6]=[C:7]([C:11]2[N:20]=[CH:19][CH:18]=[C:17]3[C:12]=2[CH:13]=[CH:14][C:15](=[O:21])[NH:16]3)[CH:8]=[CH:9][CH:10]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1>[OH2:21].[C:22]([NH:4][C:5]1[CH:6]=[C:7]([C:11]2[N:20]=[CH:19][CH:18]=[C:17]3[C:12]=2[CH:13]=[CH:14][C:15](=[O:21])[NH:16]3)[CH:8]=[CH:9][CH:10]=1)(=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20253638HCID 20253638, compound

Product 1

HCID 20253653HCID 20253653, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred mixture containing 6.57 g of 5-(3-aminophenyl)-1,6-naphthyridin-2(1H)-one dihydrochloride monohydrate and 63 ml of pyridine was added dropwise over a period of 5 minutes 4.8 ml of acetic anhydride. The resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated on a rotary evaporator to dryness. The residue was slurried with water; and, the solid was collected, washed with water and dried in a vacuum oven at 90° C. to yield 5.4 g of 5-(3-acetylaminophenyl)-1,6-naphthyridin-2(1H)-one monohydrate, m.p. 258°-262° C.

Workup

  1. concentrationThe reaction mixture was concentrated on a rotary evaporator to dryness
  2. customand, the solid was collected
  3. washwashed with water
  4. customdried in a vacuum oven at 90° C.

Sources & evidence

ORD record
ord-b898020fd38f4189a3f97383a5548372
Source dataset
uspto-grants-1985_12
Patent number
US04560691

Reaction notes

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