Hydrochloric Acid → HCID 19927436, compound

HRID 22175Notes

Reaction equation

HRID 22175 reaction equation
O[CH:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[O:3]1.[C-:13]#[N:14].[K+].Cl.[OH2:17]>>[OH:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[C:4](=[O:5])[O:3][CH:2]2[C:13]([NH2:14])=[O:17]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 9032Potassium CyanideHCID 16748834HCID 16748834, compound

Product 1

HCID 19927436HCID 19927436, compound

Procedure

2.8 g of 3,7-dihydroxy-phthalide (see Examples 105 and 106) are introduced into a solution of 7.5 g of potassium cyanide in 35 ml of water, and 25 ml of concentrated hydrochloric acid are slowly added to the mixture while cooling with ice, so that the internal temperature does not exceed 10° C. The reaction mixture is maintained at room temperature for a further 5 hours and then the crystals are filtered off. Having been washed with water and dried well, the product (m.p. 213°-215° C.) is pure 4-hydroxy-1,3-dihydro-3-oxo-1-isobenzofurancarboxamide.

Workup

  1. additionare slowly added to the mixture
  2. temperaturewhile cooling with ice, so that the internal temperature
  3. customdoes not exceed 10° C
  4. filtrationthe crystals are filtered off
  5. washHaving been washed with water
  6. customdried well

Sources & evidence

ORD record
ord-2cd9a185eeb24bb6b9e74b67ed5e32b1
Source dataset
uspto-grants-1995_06
Patent number
US05428002

Reaction notes

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