Hydrochloric Acid → 5-n-Butylthio-2-(2-hydroxy-3-alpha-cumyl-5-tert-octylphenyl)-2H-benzotriazole

HRID 1276858ノート

反応式

HRID 1276858 の反応式
Cl[C:2]1[CH:34]=[CH:33][C:5]2=[N:6][N:7]([C:9]3[CH:14]=[C:13]([C:15]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:17])[CH3:16])[CH:12]=[C:11]([C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)([CH3:25])[CH3:24])[C:10]=3[OH:32])[N:8]=[C:4]2[CH:3]=1.[CH2:35]([SH:39])[CH2:36][CH2:37][CH3:38].[OH-].[K+].CN1CCCC1=O.Cl>>[CH2:35]([S:39][C:2]1[CH:34]=[CH:33][C:5]2=[N:6][N:7]([C:9]3[CH:14]=[C:13]([C:15]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:17])[CH3:16])[CH:12]=[C:11]([C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)([CH3:25])[CH3:24])[C:10]=3[OH:32])[N:8]=[C:4]2[CH:3]=1)[CH2:36][CH2:37][CH3:38]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 8012ButanethiolHCID 13387N-methyl-2-pyrrolidoneHCID 14797Potassium HydroxideHCID 218850095-chloro-2-(2-hydroxy-3-alpha-cumyl-5-tertoctylphenyl)-2H-benzotriazole

生成物 1

HCID 186728385-n-Butylthio-2-(2-hydroxy-3-alpha-cumyl-5-tert-octylphenyl)-2H-benzotriazole収率 83%

反応条件

温度
170 °C

実験手順

5-Chloro-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole (38.1 g, 0.08 mol), n-butyl mercaptan (9 g, 0.10 mol), potassium hydroxide (10.1 g, 0.18 mol) and N-methylpyrrolidone (99 g, 1.0 mol) are charged to a reactor and heated to 170° C. The reaction mass is held at 170° C. with vigorous stirring for five hours. The reaction is judged as complete using thin layer chromatogrphy. The temperature is reduced to 5° C. and 100 mL of aqueous 2N hydrochloric acid are then added to the reactor. The liquid is decanted and the solids are dissolved in ethyl acetate. The organic layer is washed with aqueous 2N hydrochloric acid followed by water. The ethyl acetate is stripped off and the product is crystallized from ethanol and toluene. The title compound is obtained as a yellow crystalline product in 83% yield. The structure is verified by 1Hnmr.

後処理

  1. customis held at 170° C.
  2. customis reduced to 5° C.
  3. customThe liquid is decanted
  4. dissolutionthe solids are dissolved in ethyl acetate
  5. washThe organic layer is washed with aqueous 2N hydrochloric acid
  6. customthe product is crystallized from ethanol and toluene

出典と根拠

ORDレコード
ord-f37998be27954ec0becaf471d99d37f5
出典データセット
uspto-grants-2000_12
特許番号
US06166218

反応ノート

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