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1-Bromo-3-chloropropane → 3-(3-chloropropyl)-1,3-dihydro-5-methyl-1-(1-methylethenyl)-2H-benzimidazol-2-one

HRID 2050240
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HRID 2050240 반응식
[CH3:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]([C:10]([CH3:12])=[CH2:11])[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.[OH-].[Na+].Br[CH2:18][CH2:19][CH2:20][Cl:21]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[Cl:21][CH2:20][CH2:19][CH2:18][N:8]1[C:4]2[CH:3]=[C:2]([CH3:1])[CH:14]=[CH:13][C:5]=2[N:6]([C:10]([CH3:12])=[CH2:11])[C:7]1=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 14798Sodium HydroxideHCID 205062871,3-dihydro-5-methyl-1-(1-methylethenyl)-2H-benzimidazol-2-one

생성물 1

HCID 205063153-(3-chloropropyl)-1,3-dihydro-5-methyl-1-(1-methylethenyl)-2H-benzimidazol-2-one

시약·촉매·용매 1

HCID 66133Benzyl triethylammonium chloride촉매

실험 절차

To a stirred and hot (±50° C.) mixture of 34 parts of 1,3-dihydro-5-methyl-1-(1-methylethenyl)-2H-benzimidazol-2-one, 5 parts of N,N,N-triethylbenzenemethanaminium chloride and 300 parts of a sodium hydroxide solution 50% are added 57 parts of 1-bromo-3-chloropropane (exothermic reaction: temperature rises to 70° C.). The whole is stirred for one hour at 65°-70° C. The reaction mixture is cooled and poured onto crushed ice. The product is extracted with methylbenzene. The extract is washed three times with water, dried, filtered and evaporated. The oily residue is distilled, yielding 3-(3-chloropropyl)-1,3-dihydro-5-methyl-1-(1-methylethenyl)-2H-benzimidazol-2-one; bp. 140° C. at 0.02 mm. pressure.

후처리

  1. stirringThe whole is stirred for one hour at 65°-70° C
  2. temperatureThe reaction mixture is cooled
  3. additionpoured
  4. customonto crushed ice
  5. extractionThe product is extracted with methylbenzene
  6. washThe extract is washed three times with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. distillationThe oily residue is distilled

출처 및 근거

ORD 기록
ord-b2182cd237cd48e3a397bf86f9257d9a
출처 데이터셋
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04200641

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