Hydrochloric Acid → N-[2-[4-Hydroxy-2-oxo-3H-1,3-benzothiazol-7-yl]ethyl]-2-[3-[2-[4-fluorophenyl]ethoxy]propylsulphonyl]acetamide

HRID 265306ノート

反応式

HRID 265306 の反応式
C(C1NC=CN=1)(C1NC=CN=1)=O.[F:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][O:22][CH2:23][CH2:24][CH2:25][S:26]([CH2:29][C:30]([OH:32])=O)(=[O:28])=[O:27])=[CH:16][CH:15]=1.Br.[NH2:34][CH2:35][CH2:36][C:37]1[C:45]2[S:44][C:43](=[O:46])[NH:42][C:41]=2[C:40]([OH:47])=[CH:39][CH:38]=1.Cl>CN(C=O)C.CCOCC.C(N(CC)CC)C>[OH:47][C:40]1[C:41]2[NH:42][C:43](=[O:46])[S:44][C:45]=2[C:37]([CH2:36][CH2:35][NH:34][C:30](=[O:32])[CH2:29][S:26]([CH2:25][CH2:24][CH2:23][O:22][CH2:21][CH2:20][C:17]2[CH:16]=[CH:15][C:14]([F:13])=[CH:19][CH:18]=2)(=[O:27])=[O:28])=[CH:38][CH:39]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 138142707-(2-Aminoethyl)-4-hydroxy-1,3-benzothiazol-2(3H)-one hydrobromideHCID 190342082-[3-[2-[4-Fluorophenyl]ethoxy]propylsulphonyl]acetic acid

生成物 1

HCID 19082282N-[2-[4-Hydroxy-2-oxo-3H-1,3-benzothiazol-7-yl]ethyl]-2-[3-[2-[4-fluorophenyl]ethoxy]propylsulphonyl]acetamide

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

Carbonyl diimidazole (1.94 g) was added to a stirred solution of the acid from step c) (3.64 g) in DMF (15 ml). Stirring was continued for 40 min at room temperature. To this solution was added 7-[2-aminoethyl]-4-hydroxy-1,3-benzothiazol-2(3H)-one hydrobromide (3.48 g) followed by triethylamine (1.7 ml). The whole was left overnight. The reaction mixture was then added slowly to a rapidly stirred mixture of 10% aqueous hydrochloric acid and ether (100 ml each). A pale yellow solid gradually settled out and was filtered off, washed with pentane and dried in vacuo. This provided the subtitled compound as a buff coloured material which was used in the next step without further purification.

後処理

  1. waitThe whole was left overnight
  2. filtrationwas filtered off
  3. washwashed with pentane
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-ef65cc57763e4535b5b46c82ac0e0166
出典データセット
uspto-grants-1997_07
特許番号
US05648370

反応ノート

読み込み中…