Acetic Acid → 5-Oxo-2,2,4-trimethyl-3-thiazoline oxime

HRID 544377ノート

反応式

HRID 544377 の反応式
[N:1]([O-:3])=O.[Na+].[CH3:5][C:6]1([CH3:12])[N:10]=[C:9]([CH3:11])[CH2:8][S:7]1.C(O)(=O)C.C(OC(=O)C)(=O)C.[OH-].[Na+]>O.C1(C)C=CC=CC=1>[N:1](=[C:8]1[S:7][C:6]([CH3:12])([CH3:5])[N:10]=[C:9]1[CH3:11])[OH:3]

参加物

8

反応物 5

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 850553-Thiazoline, 2,2,4-trimethyl-HCID 23668193Sodium Nitrite

生成物 1

HCID 1362290545-Oxo-2,2,4-trimethyl-3-thiazoline oxime

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

7.0 g (0.1 mol) of solid sodium nitrite are added portionwise while stirring well to a mixture of 12.9 g (0.1 mol) of 2,2,4-trimethyl-3-thiazoline, 12.0 g (0.2 mol) of acetic acid, 10.2 g (0.1mol) of acetic anhydride and 35 g of toluene at 10° C. The temperature of the mixture is allowed to rise to room temperature over 2 hours and the mixture is stirred at this temperature for an additional 16 hours. An ice-cold solution of 16 g (0.4 mol) of sodium hydroxide in 120 ml of water is then added dropwise to the mixture, a pH of about 11 being attained. The water insoluble portion is separated with 50 ml of diethyl ether. The aqueous phase is subsequently neutralized with concentrated hydrochloric acid. Almost colorless crystals precipitate when the mixture has a pH of about 6. The mixture is filtered and the crystals are washed with water and then dried at 40° C. under reduced pressure to yield 5-oxo-2,2,4-trimethyl-3-thiazoline oxime; m.p. 161°-162° C.

後処理

  1. customThe water insoluble portion is separated with 50 ml of diethyl ether
  2. customAlmost colorless crystals precipitate when the mixture
  3. filtrationThe mixture is filtered
  4. washthe crystals are washed with water
  5. customdried at 40° C. under reduced pressure

出典と根拠

ORDレコード
ord-665eaf4a6f20466e9deebb9de0338e62
出典データセット
uspto-grants-1984_05
特許番号
US04450157

反応ノート

読み込み中…