Formic Acid → HCID 14839364, compound

HRID 2165640Notes

Reaction equation

HRID 2165640 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:29])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15]([C:19]4[S:23][C:22]5[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=5[C:20]=4[CH3:28])[CH2:14]3)[CH:11]=2)[C:6](=[O:30])[C:5]([C:31]([OH:33])=[O:32])=[CH:4]1)[CH3:2].[CH:34](O)=O>C=O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:29])=[C:10]([N:13]3[CH2:18][CH2:17][N:16]([CH3:34])[CH:15]([C:19]4[S:23][C:22]5[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=5[C:20]=4[CH3:28])[CH2:14]3)[CH:11]=2)[C:6](=[O:30])[C:5]([C:31]([OH:33])=[O:32])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 14839363HCID 14839363, compound

Product 1

HCID 14839364HCID 14839364, compound

Reagents, catalysts & solvents 1

HCID 712FormaldehydeSolvent

Procedure

A 150 mg portion of 1-ethyl-6-fluoro-1,4-dihydro-7-[3-(3-methylbenzo[b]thien-2-yl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid was suspended in 0.6 ml of 37% formaldehyde and 0.75 ml of 90% formic acid was added. The mixture was heated on a steam bath for 2 hours, then cooled, evaporated and 5 ml of water added. The mixture was adjusted to pH 7 with 1N sodium hydroxide and the solid collected, washed with water and dried, giving 143 mg of the desired product, mp 253°-254° C.

Workup

  1. temperatureThe mixture was heated on a steam bath for 2 hours
  2. temperaturecooled
  3. customevaporated
  4. addition5 ml of water added
  5. customthe solid collected
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-92488a8424b8432cbe87fc2eb9801b07
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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