Hydrochloric Acid → HCID 20287706, compound

HRID 126957Notes

Reaction equation

HRID 126957 reaction equation
[I:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([CH2:12][NH:13]C(=O)C[Cl:16])[C:3]=1[OH:18].Cl>C(O)C>[ClH:16].[I:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([CH2:12][NH2:13])[C:3]=1[OH:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20287704HCID 20287704, compound

Product 1

HCID 20287706HCID 20287706, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.08 g of N-chloroacetylamino compound (prepared in Example 2) in 10 ml of ethanol was mixed with 2 ml of concentrated hydrochloric acid and heated under reflux for 5 hours. The reaction mixture was concentrated under vacuum, and the residue was recrystallized from a solvent comprising a mixture of methanol and diethyl ether, giving 680 mg of a white crystal of the title compound having the following physical properties.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 5 hours
  3. concentrationThe reaction mixture was concentrated under vacuum
  4. customthe residue was recrystallized from a solvent comprising
  5. additiona mixture of methanol and diethyl ether

Sources & evidence

ORD record
ord-41b505290ea14e74b090eccf6e479e98
Source dataset
uspto-grants-1981_03
Patent number
US04254056

Reaction notes

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