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Hydrochloric Acid → 1-(2-Aminophenyl)-6-chlorospiro[indoline-3,4'-piperidine]dihydrochloride

HRID 67220
ノート
印刷プレビュー

反応式

HRID 67220 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]2[N:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N+:22]([O-])=O)[CH2:9][C:10]3([CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)[C:5]2=[CH:4][CH:3]=1.[Cl:25]C1C=C2N(C3C=CC=CC=3[N+]([O-])=O)CC3(CCN(/C(/C([O-])=O)=C/C([O-])=O)CC3)C2=CC=1.C(O)C.Cl>[Fe].O>[ClH:1].[ClH:25].[NH2:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[N:8]1[C:6]2[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:7]=2)[C:10]2([CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 128016306-Chloro-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]HCID 88734204HCID 88734204、化合物

生成物 1

HCID 128016321-(2-Aminophenyl)-6-chlorospiro[indoline-3,4'-piperidine]dihydrochloride

試薬・触媒・溶媒 2

HCID 23925
Iron
触媒
HCID 962Water溶媒

実験手順

A mixture of 2.1 g of 6-chloro-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine], free base of Example 33, 95 ml of 95% ethyl alcohol, 7.5 ml of water and 4.4 g of iron powder is acidified with 0.2 ml of concentrated hydrochloric acid and then refluxed under nitrogen for 10 minutes. Thereafter, the mixture is permitted to cool before being filtered through celite. The filtrate is concentrated under vacuum leaving an oily residue which is basified. The alkaline mixture is extracted with ether and then dried. The product is converted to a solid dihydrochloric acid salt which is recrystallized from a methyl alcoholether mixture to provide off-white prisms, mp 270°-273° C. (after darkening) of 1-(2-aminophenyl)-6-chlorospiro[indoline-3,4'-piperidine] dihydrochloride.

後処理

  1. temperaturerefluxed under nitrogen for 10 minutes
  2. temperatureto cool
  3. filtrationbefore being filtered through celite
  4. concentrationThe filtrate is concentrated under vacuum
  5. customleaving an oily residue which
  6. extractionThe alkaline mixture is extracted with ether
  7. customdried
  8. customis recrystallized from a methyl alcoholether mixture

出典と根拠

ORDレコード
ord-8b80a5f418f842c69e2ef7e1fe85019c
出典データセット
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04345081

反応ノート

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