Hydrochloric Acid → HCID 11129275, compound

HRID 617207Notes

Reaction equation

HRID 617207 reaction equation
ClC([C:5]1[CH:6]=[CH:7][C:8]([O:15][CH3:16])=[C:9]([CH:14]=1)[C:10]([O:12]C)=[O:11])C#N.[NH2:17][C:18](N)=[S:19].Cl.[OH2:22].[CH2:23]([OH:25])[CH3:24]>>[O:22]=[C:18]1[NH:17][C:23](=[O:25])[CH:24]([C:5]2[CH:6]=[CH:7][C:8]([O:15][CH3:16])=[C:9]([CH:14]=2)[C:10]([OH:12])=[O:11])[S:19]1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 2723790ThioureaHCID 21852109HCID 21852109, compound

Product 1

HCID 11129275HCID 11129275, compound

Procedure

To a solution of methyl 5-(1-chloro-1-cyanomethyl)-2-methoxybenzoate (2.37 g) in ethanol (30 ml) was added thiourea (910 mg), and the mixture was refluxed for 3 hours. After cooling, 3 N hydrochloric acid (30 ml) was added, which was refluxed for 16 hours. After cooling, the reaction mixture was poured into water, which was extracted with ethyl acetate. After washing with water, the extract was dried over anhydrous sodium sulfate.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureAfter cooling
  3. temperaturewhich was refluxed for 16 hours
  4. temperatureAfter cooling
  5. extractionwas extracted with ethyl acetate
  6. washAfter washing with water
  7. dry with materialthe extract was dried over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-37ef6aad59d54140a6f7d26a98fe72d1
Source dataset
uspto-grants-1999_09
Patent number
US05948803

Reaction notes

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