Hydrochloric Acid → HCID 22184553, compound

HRID 494748Notes

Reaction equation

HRID 494748 reaction equation
C([NH:4][C:5]([CH2:16][C:17]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[C:20]([NH2:27])=[C:19]([Cl:28])[CH:18]=1)(C(OCC)=O)[C:6]([O:8]CC)=[O:7])(=O)C.Cl>CC(O)=O.O>[ClH:28].[NH2:4][CH:5]([CH2:16][C:17]1[CH:22]=[C:21]([C:23]([F:25])([F:26])[F:24])[C:20]([NH2:27])=[C:19]([Cl:28])[CH:18]=1)[C:6]([OH:8])=[O:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22184598HCID 22184598, compound2×

Product 1

HCID 22184553HCID 22184553, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 40.0 g (94.16 mmol) diethyl 2-acetylamino-2-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-malonate (Intermediate product 56) in 110 mL AcOH and 150 mL water was added 50 mL conc. aqueous HCl and the reaction mixture was heated to 140° C. for 4 hours. The precipitate formed was filtered off and discarded. The filtrate was evaporated i. vac., combined with 100 mL EtOH and stirred for 15 minutes 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 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-7a9929245b0a45d58e8808c5c709b5e1
Source dataset
uspto-grants-2009_05
Patent number
US07538115B2

Reaction notes

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