三氟乙酸 → 7 - 甲基-1H -苯并[D]咪唑

HRID 8959

反应方程式

HRID 8959 反应方程式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:9].[CH3:10]OC(OC)OC.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:9][C:3]1[C:2]2[N:1]=[CH:10][NH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

参与物

5

反应物 3

HCID 6422三氟乙酸HCID 9005原甲酸三甲酯HCID 175932,3-二氨基甲苯

产物 1

HCID 15193417 - 甲基-1H -苯并[D]咪唑

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂2 次

实验过程

To a stirred solution of 2,3-diaminotoluene (1.00 g, 8.2 mmol) in CH2Cl2 (82 mL) was added trimethylorthoformate (4.5 mL, 41 mmol) and trifluoroacetic acid (0.32 mL, 4.1 mmol) and the mixture stirred at room temperature for 24 h after which the reaction mixture was diluted with CH2Cl2 (200 mL), and washed consecutively with saturated aqueous NaHCO3 (40 mL) and H2O (40 mL). The aqueous layers were reextracted with CH2Cl2 (2×100 mL). The combined organic extracts were dried over MgSO4 and concentrated to a rusty brown solid (1.07 g, 97%). 1H NMR (300 MHz, CDCl3) δ 8.08 (s, 1H), 7.49 (d, 1H, J=8.1 Hz), 7.23–7.18 (m, 1H), 7.10 (d, 1H, J=7.5 Hz), 2.64 (s, 3H).

后处理

  1. washwashed consecutively with saturated aqueous NaHCO3 (40 mL) and H2O (40 mL)
  2. dry with materialThe combined organic extracts were dried over MgSO4
  3. concentrationconcentrated to a rusty brown solid (1.07 g, 97%)

来源与证据

ORD记录
ord-bf56584023f540c7948984614ab8fea3
来源数据集
uspto-grants-2006_08
专利号
US07091217B2

关联笔记

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