HCID 21432702, compound → HCID 21432703, compound

HRID 2399102Notes

Reaction equation

HRID 2399102 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[N:8][C:7]([C:13]([O:15]CC)=[O:14])=[CH:6]2)[CH3:2]>C(O)C>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[N:8][C:7]([C:13]([OH:15])=[O:14])=[CH:6]2)[CH3:2]

Participants

3

Reactant 1

HCID 21432702HCID 21432702, compound

Product 1

HCID 21432703HCID 21432703, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Sodium hydroxide (10 ml.) was added to a stirred solution of ethyl 6-ethylcinnolin-3-yl carboxylate (2.3 g.) in ethanol (10 ml.). The mixture was stirred at room temperature overnight. It was then evaporated under reduced pressure to approximately half-volume, diluted with water (20 ml.), and the mixture filtered. The filtrate was cooled to 0°-5° C., and acidified to pH 2 with concentrated hydrochloric acid. The resulting precipitate was filtered off, washed with water, and dried in vacuo. The solid was crystallised from a mixture of ethyl acetate and petroleum ether (b.p. 40°-60° C.) to give 6-ethylcinnolin-3-yl carboxylic acid, m.p. 176°-8° C. (decomposition).

Workup

  1. customIt was then evaporated under reduced pressure to approximately half-volume
  2. additiondiluted with water (20 ml.)
  3. filtrationthe mixture filtered
  4. temperatureThe filtrate was cooled to 0°-5° C.
  5. filtrationThe resulting precipitate was filtered off
  6. washwashed with water
  7. customdried in vacuo
  8. customThe solid was crystallised from a mixture of ethyl acetate and petroleum ether (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-c8ec0d0352e64b5ba34f738edcfe2a59
Source dataset
uspto-grants-1977_05
Patent number
US04027023

Reaction notes

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