Formaldehyde → HCID 21481152、化合物

HRID 435646ノート

反応式

HRID 435646 の反応式
N[C:2]1[CH:30]=[CH:29][C:5]2[S:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH:9]([N:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]4[CH2:23][CH2:22][O:21][C:20]4=[O:24])[CH2:13][CH2:12]3)[CH2:10][C:4]=2[CH:3]=1.C=O.[C:33](#N)C.[C:36]([BH3-])#[N:37].[Na+]>C(O)(=O)C>[CH3:33][N:37]([CH3:36])[C:2]1[CH:30]=[CH:29][C:5]2[S:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH:9]([N:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]4[CH2:23][CH2:22][O:21][C:20]4=[O:24])[CH2:13][CH2:12]3)[CH2:10][C:4]=2[CH:3]=1

参加物

6

反応物 4

HCID 712FormaldehydeHCID 6342AcetonitrileHCID 5003444Sodium cyanoborohydrideHCID 21481150HCID 21481150、化合物

生成物 1

HCID 21481152HCID 21481152、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

7 g of 3-[2-[4-(2-amino-10,11-dihydro-dibenzo[b,f]-thiepin-10-yl)-1-piperazinyl]-ethyl]-2-oxazolidinone, 13.1 ml of 40% formaldehyde and 61 ml of acetonitrile are treated with 3.32 of sodium cyanoborohydride and the resulting mixture is treated dropwise over period of 10 minutes with 1.5 ml of acetic acid. The mixture is stirred for a further 90 minutes, treated dropwise with a further 1.5 ml of acetic acid and again stirred for 15 minutes. The mixture is now extracted with 200 ml of ether and the organic phase washed three times with 1-N aqueous potassium hydroxide solution, dried over sodium sulphate and evaporated. There is obtained 3-[2-[4-(10,11-dihydro-2-dimethylamino-dibenzo[b,f]thiepin-10-yl)-1-piperazinyl]-ethyl]-2-oxazolidinone which melts at 168°-170° C. After recrystallisation from ethanol, this compound melts at 171°-173° C. By treatment with maleic acid there is obtained the corresponding maleate which melts at 143.5°-144.5° C after recrystallisation from acetonitrile.

後処理

  1. stirringagain stirred for 15 minutes
  2. extractionThe mixture is now extracted with 200 ml of ether
  3. washthe organic phase washed three times with 1-N aqueous potassium hydroxide solution
  4. dry with materialdried over sodium sulphate
  5. customevaporated

出典と根拠

ORDレコード
ord-3b5e72521f244ed2b6f59067f3049aa2
出典データセット
uspto-grants-1977_02
特許番号
US04006145

反応ノート

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