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

HRID 2418005노트

반응식

HRID 2418005 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-5164fa11146f41cb849823e190cca9a9
출처 데이터셋
uspto-grants-1984_09
특허 번호
US04471116

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