Hydrochloric Acid → HCID 13536180, compound

HRID 652429Notes

Reaction equation

HRID 652429 reaction equation
N[C:2]1[CH2:3][O:4][C:5]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:6]=2[S:7][C:8]=1[C:9]#[N:10].Cl.[Cl-].[NH4+].C([OH:22])C>>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:5]2[O:4][CH2:3][C:2](=[O:22])[CH:8]([C:9]#[N:10])[S:7][C:6]=2[CH:11]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 25517Ammonium ChlorideHCID 13536198HCID 13536198, compound

Product 1

HCID 13536180HCID 13536180, compound

Conditions

Temperature
85 °C

Procedure

In 60 ml of ethanol is suspended 6.0 g of 3-amino-7-methoxy-2H-1,5-benzoxathiepin-4-carbonitrile, and 18 ml of concentrated hydrochloric acid is added to the suspension, followed by stirring at 80 to 90° C. for 30 minutes. After the reaction mixture is cooled, ammonium chloride, which separates out, is filtered off, and the filtrate is concentrated under reduced pressure. The residue is recrystallized from ethyl acetate-hexane to give colorless prisms of 7-methoxy-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carbonitrile. Yield of 5.1 g, m.p. of 132°-133° C.

Workup

  1. additionis added to the suspension
  2. temperatureAfter the reaction mixture is cooled
  3. filtrationis filtered off
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. customThe residue is recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-f2d29ec6538949c6826c0764241938a9
Source dataset
uspto-grants-1987_06
Patent number
US04672064

Reaction notes

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