Sodium Hydroxide → HCID 20130662, compound

HRID 1252940Notes

Reaction equation

HRID 1252940 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[C:22](=[O:23])[C:21]3[CH2:20][CH2:19][CH2:18][CH2:17][C:16]=3[N:15]([CH3:24])[C:14]2=[O:25])=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[C:22](=[O:23])[C:21]3[CH2:20][CH2:19][CH2:18][CH2:17][C:16]=3[N:15]([CH3:24])[C:14]2=[O:25])=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 20130686ethyl 2-chloro-5-[1,4,5,6,7,8-hexahydro-1-methyl-2,4-dioxo-3(2H)-quinazolinyl]-benzoate

Product 1

HCID 20130662HCID 20130662, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 3.6 g of ethyl 2-chloro-5-[1,4,5,6,7,8-hexahydro-1-methyl-2,4-dioxo-3-(2H)-quinazolinyl]-benzoate in 70 ml of ethanol is held at 60° C. for 10 minutes with 0.6 g of sodium hydroxide in 70 ml of water and subsequently stirred for 1 hour. The solution is substantially evaporated down under reduced pressure and the residue is brought to pH 1 with 2N hydrochloric acid. The precipitate is shaken five times with 50 ml amounts of diethyl ether and the organic phases are dried over anhydrous sodium sulphate and evaporated to dryness under reduced pressure. 2-Chloro-5-[1,4,5,6,7,8-hexahydro-1-methyl-2,4-dioxo-3-(2H)-quinazolinyl]-benzoic acid is obtained.

Workup

  1. customThe solution is substantially evaporated down under reduced pressure
  2. stirringThe precipitate is shaken five times with 50 ml amounts of diethyl ether
  3. dry with materialthe organic phases are dried over anhydrous sodium sulphate
  4. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-b29dbd605cd14ddabfb1064976227c6c
Source dataset
uspto-grants-1988_05
Patent number
US04746352

Reaction notes

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