Triethylamine → 5,6-Dihydro-3-hydroxy-2-phenylthiazolo-[2,3-a]isoquinolinium hydroxide

HRID 1087540ノート

反応式

HRID 1087540 の反応式
[C:1]1(=[S:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.Br[CH:13]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:14](Cl)=[O:15].C(N(CC)CC)C>C(Cl)(Cl)Cl>[OH-:15].[OH:15][C:14]1[N+:2]2[CH2:3][CH2:4][C:5]3[C:10]([C:1]=2[S:11][C:13]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:9][CH:8]=[CH:7][CH:6]=3

参加物

5

反応物 3

HCID 8471TriethylamineHCID 598182Bromophenylacetyl chlorideHCID 28242121,2,3,4-Tetrahydroisoquinoline-1-thione

生成物 1

HCID 190204015,6-Dihydro-3-hydroxy-2-phenylthiazolo-[2,3-a]isoquinolinium hydroxide

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

aa) Method A: 23.65 g of 3,4-dihydroisoquinoline-1(2H)-thione was dissolved in 750 ml of chloroform,. whereupon the solution was treated at room temperature while cooling firstly with 54 g of α-bromophenylacetyl chloride and 90 minutes later with 53 ml of triethylamine and the mixture was stirred at room temperature overnight. The reaction mixture was washed with water, dried over magnesium sulfate and evaporated in vacuo. There was obtained 5,6-dihydro-3-hydroxy-2 -phenylthiazolo[2,3-a]isoquinolinium hydroxide (internal salt) of m.p. 210° (dec.) (from acetonitrile/dioxane).

後処理

  1. additionwhereupon the solution was treated at room temperature
  2. washThe reaction mixture was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

出典と根拠

ORDレコード
ord-577b825c7e0f4082a869ec9b130e13af
出典データセット
uspto-grants-1991_07
特許番号
US05036066

反応ノート

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