Formic Acid → HCID 21434999, compound

HRID 2398240Notes

Reaction equation

HRID 2398240 reaction equation
[CH:1]([OH:3])=[O:2].C(OC(=O)C)(=O)C.O[CH2:12][CH2:13][N:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH3:24])[N:22]=2)[C:17](=[O:25])[C:16]([C:26]([OH:28])=[O:27])=[CH:15]1>N1C=CC=CC=1>[CH:1]([O:3][CH2:12][CH2:13][N:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH3:24])[N:22]=2)[C:17](=[O:25])[C:16]([C:26]([OH:28])=[O:27])=[CH:15]1)=[O:2]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 21435001HCID 21435001, compound

Product 1

HCID 21434999HCID 21434999, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Formic acid (1.1 ml) was added to acetic anhydride (2.2 ml) which was cooled to 0°-5°. The mixture was heated at 50° for 15 minutes, cooled to 0° and added to 1,4-dihydro-1(2-hydroxyethyl)-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid (1.5 g) in pyridine (12 ml), also cooled to 0°. The mixture warmed to room temperature and after 1 hour the solid was collected, washed with pyridine and dried, m.p. 213°-214° (85%).

Workup

  1. temperaturewas cooled to 0°-5°
  2. temperatureThe mixture was heated at 50° for 15 minutes
  3. temperaturecooled to 0°
  4. temperaturealso cooled to 0°
  5. customwas collected
  6. washwashed with pyridine
  7. customdried

Sources & evidence

ORD record
ord-c2f3211a62ff482f88ca5f2566117289
Source dataset
uspto-grants-1977_05
Patent number
US04024255

Reaction notes

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