1,2-Dichloroethane → 7-Nitro-1H-indole-2-carboxylic acid (2-chloro-ethyl)-amide

HRID 336472ノート

反応式

HRID 336472 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][C:10]([C:13]([OH:15])=O)=[CH:9]2)([O-:3])=[O:2].C(N(CC)CC)C.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.[Cl:37][CH2:38][CH2:39][NH2:40].Cl>CN(C)C=O>[Cl:37][CH2:38][CH2:39][NH:40][C:13]([C:10]1[NH:11][C:12]2[C:8]([CH:9]=1)=[CH:7][CH:6]=[CH:5][C:4]=2[N+:1]([O-:3])=[O:2])=[O:15]

参加物

8

反応物 6

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 133692-ChloroethylamineHCID 757711-HydroxybenzotriazoleHCID 814097-nitro-1H-indole-2-carboxylic acid

生成物 1

HCID 866443587-Nitro-1H-indole-2-carboxylic acid (2-chloro-ethyl)-amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

7-Nitro-1H-indole-2-carboxylic acid (371 mg, 3.2 mmol) prepared in Step A was dissolved in N,N-dimethylformamide (10 mL). Triethylamine (0.6 mL, 4.3 mmol), EDC (614 mg, 3.2 mmol) and HOBT (433 mg, 3.2 mmol) were added, 2-chloroethylamine (252.8 mg, 3.2 mmol) was added, and the mixture was stirred for 8 h at room temperature. 1N-hydrochloric acid solution was added, and the reaction mixture was extracted with ethyl acetate, washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was distilled under reduced pressure to give the title compound.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washwashed with saturated sodium bicarbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. distillationThe filtrate was distilled under reduced pressure

出典と根拠

ORDレコード
ord-cf5bcfdf3c694a3e80a1132a75036a36
出典データセット
uspto-grants-2014_11
特許番号
US08889691B2

反応ノート

読み込み中…