Sodium Hydroxide → HCID 135833433, compound

HRID 247129Notes

Reaction equation

HRID 247129 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:31])=[C:5]([C:24]([O:26]CCC#N)=[O:25])[CH:6]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[CH:16]=2)[C:7]=1[C:8]1[O:12][N:11]=[C:10]([CH2:13][Cl:14])[N:9]=1.[OH-].[Na+]>C=C.O>[CH3:1][C:2]1[NH:3][C:4]([CH3:31])=[C:5]([C:24]([OH:26])=[O:25])[CH:6]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[CH:16]=2)[C:7]=1[C:8]1[O:12][N:11]=[C:10]([CH2:13][Cl:14])[N:9]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 135833437HCID 135833437, compound

Product 1

HCID 135833433HCID 135833433, compoundYield 97.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6325EthyleneSolvent

Procedure

To a stirred mixture of 7.10 g of 2-cyanoethyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylate in 30 ml of ethylene glycohol dimethyl ether was added a solution of 1.92 g of sodium hydroxide in 50 ml of water. The reaction mixture was stirred at room temperature overnight and then diluted by adding 40 ml of water. The mixture was washed with methylene chloride and acidified with dilute hydrochloric acid until the pH of the solution was about 1. The precipitate was collected by filtration, washed with water and dried to give 6.1 g of 1,4-dihydro-2,6-dimetyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylic acid as pale yellow powder, m.p. 196° C. (decomp.).

Workup

  1. additiondiluted
  2. washThe mixture was washed with methylene chloride
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-e881b23e5eb443e483b0becc5fa81b8c
Source dataset
uspto-grants-1987_11
Patent number
US04705786

Reaction notes

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