Ethanolamine → HCID 20508555、化合物

HRID 1758779ノート

反応式

HRID 1758779 の反応式
Cl[CH:2](Cl)[CH3:3].FC1C=CC=CC=1C1C2C=C(N=C=O)C=CC=2N2C(C)=NN=C2CN=1.[F:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[C:43]2[CH:44]=[C:45]([NH:48][C:49]([NH:51][CH2:52][CH2:53][OH:54])=[O:50])[CH:46]=[CH:47][C:42]=2[N:41]2C=[N:56][N:57]=[C:40]2[CH2:39][N:38]=1.NC1C=CC2N3C(C)=NN=C3CN=C(C3C=CC=CC=3F)C=2C=1.C(=O)([O-])[O-].[Na+].[Na+].C(CN)O>C(#N)C>[F:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[C:43]2[CH:44]=[C:45]([NH:48][C:49]([NH:51][CH2:52][CH2:53][OH:54])=[O:50])[CH:46]=[CH:47][C:42]=2[N:41]2[C:2]([CH3:3])=[N:56][N:57]=[C:40]2[CH2:39][N:38]=1

参加物

8

反応物 6

HCID 700EthanolamineHCID 63651,1-DichloroethaneHCID 10340Sodium CarbonateHCID 20508545HCID 20508545、化合物HCID 205085528-amino-6-(o-fluorophenyl)-1-methyl-4H-s-triazolo[4,3-a][1,4]benzodiazepineHCID 20508556HCID 20508556、化合物

生成物 1

HCID 20508555HCID 20508555、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A dichloroethane solution of [6-(o-fluorophenyl)-1-methyl-4H-s-triazolo[4,3-a][1,4]benzodiazepin-8-yl]-isocyanate, prepared as described in paragraph (a) of Example 1 from 5 g (16.3 mmol) of 8-amino-6-(o-fluorophenyl)-1-methyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine, is added dropwise at room temperature while stirring to a suspension of 6.2 g (58.5 mmol) of sodium carbonate in 3 ml (49.8 mmol) of ethanolamine and 40 ml of acetonitrile. After 20 hours, the mixture is partitioned between 500 ml of water and 500 ml of methylene chloride/ethanol (4:1) at 50° C. The separated aqueous phase is treated again in an analogous manner, the combined organic extracts are dried and concentrated in vacuo. Crystallisation of the residue from ethanol yields 1-[6-(o-fluorophenyl)-1-methyl-4H-s-triazolo[4,3-a][1,4]-benzodiazepin-8-yl]-3-(2-hydroxyethyl)urea of melting point 228°-230° C.

後処理

  1. additionis added dropwise at room temperature
  2. customthe mixture is partitioned between 500 ml of water and 500 ml of methylene chloride/ethanol (4:1) at 50° C
  3. additionThe separated aqueous phase is treated again in an analogous manner
  4. customthe combined organic extracts are dried
  5. concentrationconcentrated in vacuo
  6. customCrystallisation of the residue from ethanol

出典と根拠

ORDレコード
ord-f7aba7b1c0f8454db2c45f1650b68ebb
出典データセット
uspto-grants-1983_02
特許番号
US04374773

反応ノート

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