Water → Ethyl 1-(3,4-dichlorobenzyl)-7-(2-(1-methyl-1H-imidazole-4-sulfonamido)ethoxy)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate

HRID 510499ノート

反応式

HRID 510499 の反応式
Cl.[NH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][CH:12]([NH:25][C:26](=[O:30])[O:27][CH2:28][CH3:29])[CH:13]2[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=2)=[CH:8][CH:7]=1.[CH3:31][N:32]1[CH:36]=[C:35]([S:37](Cl)(=[O:39])=[O:38])[N:34]=[CH:33]1.O>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Cl:24][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][C:20]=1[Cl:23])[CH2:16][CH:13]1[C:14]2[C:9](=[CH:8][CH:7]=[C:6]([O:5][CH2:4][CH2:3][NH:2][S:37]([C:35]3[N:34]=[CH:33][N:32]([CH3:31])[CH:36]=3)(=[O:39])=[O:38])[CH:15]=2)[CH2:10][CH2:11][CH:12]1[NH:25][C:26](=[O:30])[O:27][CH2:28][CH3:29]

参加物

6

反応物 3

HCID 962WaterHCID 27368871-methyl-1H-imidazole-4-sulfonyl chlorideHCID 68516136HCID 68516136、化合物

生成物 1

HCID 46870449Ethyl 1-(3,4-dichlorobenzyl)-7-(2-(1-methyl-1H-imidazole-4-sulfonamido)ethoxy)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate収率 75.1%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

Ethyl 7-(2-aminoethoxy)-1-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate hydrochloride (100 mg, 0.229 mmol) and DMAP (27.9 mg, 0.229 mmol) were dissolved in CH2Cl2 (15 ml) and 1-methyl-1H-imidazole-4-sulfonyl chloride (41.3 mg, 0.229 mmol) dissolved in CH2Cl2 (15 ml) was added. The reaction mixture was stirred over night at RT. After addition of H2O the phases were separated and the aqueous phase was extracted with CH2Cl2. The organic layer was washed with HCl (1N), NaHCO3 solution and NaCl solution, then dried on MgSO4 and the solvent was removed. To the residue EtOAc/diethylether (1:1) was added, stirred, and the precipitate was separated by filtration to obtain a brown solid of product (100 mg).

後処理

  1. additionwas added
  2. customwere separated
  3. extractionthe aqueous phase was extracted with CH2Cl2
  4. washThe organic layer was washed with HCl (1N), NaHCO3 solution and NaCl solution
  5. customdried on MgSO4
  6. customthe solvent was removed
  7. additionTo the residue EtOAc/diethylether (1:1) was added
  8. stirringstirred
  9. customthe precipitate was separated by filtration

出典と根拠

ORDレコード
ord-0fdf2c2b02dc4e6f96bbb59bc383dfb1
出典データセット
uspto-grants-2015_08
特許番号
US09096619B2

反応ノート

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