HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Acetic Acid → 4-Chloro-6,7,8-trifluorocarbostyril

HRID 344889
Notes
Print preview

Reaction equation

HRID 344889 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([F:14])[C:8]([F:13])=[C:9]([F:12])[CH:10]=2)[N:5]=[C:4]([O:15]CC)[CH:3]=1.Cl.C(O)(=O)C>O>[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([F:14])[C:8]([F:13])=[C:9]([F:12])[CH:10]=2)[NH:5][C:4](=[O:15])[CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 542558274-Chloro-2-ethoxy-6,7,8-trifluoroquinoline

Product 1

HCID 537467124-Chloro-6,7,8-trifluorocarbostyrilYield 97.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
100 °C

Procedure

A suspension of 4-chloro-2-ethoxy-6,7,8-trifluoroquinoline (70.4 g) in 35% strength aqueous hydrochloric acid solution (170 cc), acetic acid (420 cc) and water (250 cc) is heated with stirring to a temperature in the region of 100° C. for 2 hours and a half. After cooling to approximately 20° C., the reaction mixture is poured into water (1100 cc) at approximately 5° C. and stirred for 15 minutes at this temperature and the insoluble matter is then drained and washed with water (3×220 cc). 4-Chloro-6,7,8-trifluorocarbostyril (61 g) is obtained in the form of a cream-colored solid, m.p. 213° C., which is used without further purification for the subsequent steps.

Workup

  1. temperatureis heated
  2. temperatureAfter cooling to approximately 20° C.
  3. stirringstirred for 15 minutes at this temperature
  4. washwashed with water (3×220 cc)

Sources & evidence

ORD record
ord-66509c66959c4f74a4944fea2424c698
Source dataset
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05053509

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes