Hydrochloric Acid → HCID 22184553, compound

HRID 736936Notes

Reaction equation

HRID 736936 reaction equation
Cl.C([NH:5][C:6]([CH2:17][C:18]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[C:21]([NH2:28])=[C:20]([Cl:29])[CH:19]=1)(C(OCC)=O)[C:7]([O:9]CC)=[O:8])(=O)C>CC(O)=O.O>[ClH:29].[NH2:5][CH:6]([CH2:17][C:18]1[CH:23]=[C:22]([C:24]([F:26])([F:27])[F:25])[C:21]([NH2:28])=[C:20]([Cl:29])[CH:19]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22184598HCID 22184598, compound

Product 1

HCID 22184553HCID 22184553, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

50 mL conc. HCl were added to a solution of 40.0 g (94.16 mmol) of diethyl 2-acetylamino-2-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-malonate in 110 mL AcOH and 150 mL of water and the reaction mixture was heated to 140° C. for 4 h. The precipitate formed was filtered off and discarded. The filtrate was evaporated down i. vac., combined with 100 mL of EtOH and stirred for 15 min at RT. The precipitate formed was filtered off, washed with EtOH and dried i. vac. The crude product was used in the next reaction step without any further purification.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. customThe filtrate was evaporated down i
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. washwashed with EtOH
  7. customdried i
  8. customThe crude product was used in the next reaction step without any further purification

Sources & evidence

ORD record
ord-1fb4d17a08934edc9ab08511f8f833b4
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

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