Water → HCID 57457071, 화합물

HRID 1361028노트

반응식

HRID 1361028 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 57457071HCID 57457071, 화합물수율 91.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d9a3a6479ca84f599a71954e3e4436d6
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879893B2

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