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Dichloromethane → 1,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate

HRID 1704453
ノート
印刷プレビュー

反応式

HRID 1704453 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=2[NH:7][C:6]1=[O:15].ClCCl.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C(N(CC)CC)C>[CH3:19][S:20]([OH:22])(=[O:1])=[O:21].[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=2[NH:7][C:6]1=[O:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 203855821,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one

生成物 1

HCID 867353561,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate収率 58%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

To a stirred solution of 18.5 parts of 1,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one in 325 parts of dichloromethane are added 11.9 parts of N,N-diethylethanamine. Then there are added dropwise (slowly) 11.5 parts of methanesulfonyl chloride. Upon completion, stirring is continued for 1 hour at reflux temperature. After cooling, the reaction mixture is washed with water, dried, filtered and evaporated. The solid residue is crystallized from 4-methyl-2-pentanone, yielding 15 parts (58%) of 1,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate; mp. 125° C.

後処理

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. washthe reaction mixture is washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customThe solid residue is crystallized from 4-methyl-2-pentanone

出典と根拠

ORDレコード
ord-f9532ad887d84cd2936f068e62980db9
出典データセット
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04126687

反応ノート

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