Water → HCID 57457071、化合物

HRID 1361028ノート

反応式

HRID 1361028 の反応式
[N:1]1[NH:2][N:3]=[N:4][C:5]=1[C:6]1[CH:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][CH:14]=[CH:13][CH:12]=3.[C:19]1([C:25](Cl)([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C.O>CN(C)C=O>[C:19]1([C:25]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[N:3]2[N:2]=[N:1][C:5]([C:6]3[CH:7]=[CH:8][C:9]4[NH:10][C:11]5[C:16]([C:17]=4[CH:18]=3)=[CH:15][CH:14]=[CH:13][CH:12]=5)=[N:4]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

参加物

6

反応物 4

HCID 962WaterHCID 6456Trityl chlorideHCID 8471TriethylamineHCID 574570563-(1H-1,2,3,4-tetrazol-5-yl)-9H-carbazole

生成物 1

HCID 57457071HCID 57457071、化合物収率 91.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-(2H-Tetrazol-5-yl)-9H-carbazole (example 401, 17 g, 72.26 mmol) was dissolved in N,N-dimethylformamide (150 mL). Triphenylmethyl chloride (21.153 g, 75.88 mmol) and triethylamine (20.14 mL, 14.62 g, 144.50 mmol) were added consecutively. The reaction mixture was stirred for 18 hours at room temperature, poured into water (1.5 L) and stirred for an additional 1 hour. The crude product was filtered off and dissolved in dichloromethane (500 mL). The organic phase was washed with water (2×250 mL) and dried with magnesium sulfate (1 h). Filtration followed by concentration yielded a solid which was triturated in heptanes (200 mL). Filtration furnished 3-[2-(triphenylmethyl)-2H-tetrazol-5-yl]-9H-carbazole (31.5 g) which was used without further purification.

後処理

  1. stirringstirred for an additional 1 hour
  2. filtrationThe crude product was filtered off
  3. dissolutiondissolved in dichloromethane (500 mL)
  4. washThe organic phase was washed with water (2×250 mL)
  5. dry with materialdried with magnesium sulfate (1 h)
  6. filtrationFiltration
  7. concentrationfollowed by concentration
  8. customyielded a solid which
  9. customwas triturated in heptanes (200 mL)
  10. filtrationFiltration

出典と根拠

ORDレコード
ord-d9a3a6479ca84f599a71954e3e4436d6
出典データセット
uspto-grants-2011_02
特許番号
US07879893B2

反応ノート

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