Sodium Hydroxide → 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-[2-[4-[4-(1-methylethyl)aminobutoxy]phenoxy]ethyl]piperazine trihydrochloride

HRID 2418005ノート

反応式

HRID 2418005 の反応式
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[S:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]([CH2:16][CH2:17][CH2:18][N:19]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:26]Cl)[CH2:21][CH2:20]3)[C:4]=2[CH:3]=1.[CH3:28][CH:29]([NH:31][CH2:32][CH2:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([OH:43])=[CH:39][CH:38]=1)[CH3:30].[OH-].[Na+]>CS(C)=O.O>[ClH:1].[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[S:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]([CH2:16][CH2:17][CH2:18][N:19]3[CH2:20][CH2:21][N:22]([CH2:25][CH2:26][O:43][C:40]4[CH:41]=[CH:42][C:37]([O:36][CH2:35][CH2:34][CH2:33][CH2:32][NH:31][CH:29]([CH3:28])[CH3:30])=[CH:38][CH:39]=4)[CH2:23][CH2:24]3)[C:4]=2[CH:3]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 52754552-Chloro-10-[3-[4-(2-chloroethyl)piperazin-1-yl]propyl]phenothiazineHCID 13338487HCID 13338487、化合物

生成物 1

HCID 133384531-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-[2-[4-[4-(1-methylethyl)aminobutoxy]phenoxy]ethyl]piperazine trihydrochloride収率 123.7%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

A solution of 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-(2-chloroethyl)piperazine (3.8 g) and 4-[4-(1-methylethyl)aminobutoxy]phenol (2.0 g), in 100 ml dimethylsulfoxide was reacted with sodium hydroxide (0.4 g) in 3 ml water under the conditions described in method A. The crude amine, extracted into ethyl acetate, was converted to the trihydrochloride salt by addition of excess hydrogen chloride in ethyl acetate to the dried extract. The crude salt was triturated with a small amount of hot methanol, then was crystallized from methanol-ethyl acetate to give 2.0 g of 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-[2-[4-[4-(1-methylethyl)aminobutoxy]phenoxy]ethyl]piperazine trihydrochloride, mp 220°-221°.

後処理

  1. extractionThe crude amine, extracted into ethyl acetate
  2. additionwas converted to the trihydrochloride salt by addition of excess hydrogen chloride in ethyl acetate to the dried
  3. extractionextract
  4. customThe crude salt was triturated with a small amount of hot methanol
  5. customwas crystallized from methanol-ethyl acetate

出典と根拠

ORDレコード
ord-5164fa11146f41cb849823e190cca9a9
出典データセット
uspto-grants-1984_09
特許番号
US04471116

反応ノート

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