Benzyl Bromide → 4-Benzyl-4,9-dihydro-9-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

HRID 436148ノート

反応式

HRID 436148 の反応式
[H-].[Na+].[CH3:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]2=[CH:15][S:16][CH:17]=[C:6]2[C:5]1=[O:18].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O>[CH2:19]([N:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:4]([CH3:3])[C:5](=[O:18])[C:6]2=[CH:17][S:16][CH:15]=[C:7]12)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 203922504,9-Dihydro-9-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

生成物 1

HCID 214552424-Benzyl-4,9-dihydro-9-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 0.18 g. of 57% sodium hydride-mineral oil dispersion in 25 ml. of dimethylformamide is added 0.92 g. of 4,9-dihydro-9-methyl-10H-thieno[3,4-b][1,5]-benzodiazepin-10-one and 0.8 ml. of benzyl bromide. The mixture is stirred at room temperature for 3.5 hours, quenched by dropwise addition of water, diluted with 200 ml. of water and extracted several times with chloroform. The chloroform extracts are dried over magnesium sulfate and concentrated under reduced pressure to give an amber oil, which crystallizes on trituration with methanol. Recrystallization from aqueous methanol and then from ethyl acetate gives off-white crystals, m.p. 151.5°-153° C.

後処理

  1. customquenched by dropwise addition of water
  2. additiondiluted with 200 ml
  3. extractionof water and extracted several times with chloroform
  4. dry with materialThe chloroform extracts are dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give an amber oil, which
  7. customcrystallizes on trituration with methanol
  8. customRecrystallization from aqueous methanol
  9. customfrom ethyl acetate gives off-white crystals, m.p. 151.5°-153° C.

出典と根拠

ORDレコード
ord-05b0cccd54df49a48cfb9ec126cdfbcc
出典データセット
uspto-grants-1977_02
特許番号
US04007272

反応ノート

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