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Acetone → Benzamide

HRID 652783
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HRID 652783 반응식
CO[C:3]1[CH:11]=[CH:10][C:9](S(=O)(=O)N)=[CH:8][C:4]=1[C:5](O)=[O:6].CC(C)=O.ClC(OCC(C)C)=O.C1(C[N:32]2CCCC2CN)CC1>O.C(N(CC)CC)C>[C:5]([NH2:32])(=[O:6])[C:4]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 180AcetoneHCID 62365Isobutyl chloroformateHCID 896012-Methoxy-5-sulfamoylbenzoic acidHCID 30182741-(Cyclopropylmethyl)pyrrolidine-2-methylamine

생성물 1

HCID 2331Benzamide

시약·촉매·용매 2

HCID 962Water용매2회
HCID 8471
Triethylamine
용매

실험 절차

5.8 g of 2-methoxy-5-sulphamoyl benzoic acid, 50 ml of acetone, 10 ml of water and 3.6 ml of triethylamine (density 0.726) are placed in a 250 ml flask fitted with an agitator, a thermometer and a dropping funnel. The solution is cooled to about +10° C., then 3.6 g of isobutyl chloroformate is added drop by drop. The medium is reacted for 30 minutes at 0° C., after which 4.5 g of 1-cyclopropylmethyl-2-aminomethyl-pyrrolidine is poured in drop by drop. The medium is reacted for 1 hour at room temperature, 50 ml of water is added and the acetone is evaporated under vacuum. The reaction medium is further diluted with 50 ml of water and made alkaline with 10 ml of ammonia (density 0.91). The viscous product which is precipitated crystallises slowly. The solid is filtered off, washed with water and re-crystallised in 50 ml of ethanol. 3.8 g 841%) of benzamide is obtained, melting at 177° C.

후처리

  1. customfitted with an agitator
  2. temperatureThe solution is cooled to about +10° C.
  3. customThe medium is reacted for 30 minutes at 0° C.
  4. customThe medium is reacted for 1 hour at room temperature
  5. customthe acetone is evaporated under vacuum
  6. additionThe reaction medium is further diluted with 50 ml of water
  7. customThe viscous product which is precipitated
  8. customcrystallises slowly
  9. filtrationThe solid is filtered off
  10. washwashed with water
  11. customre-crystallised in 50 ml of ethanol

출처 및 근거

ORD 기록
ord-5977863125654216a44a541b2732aade
출처 데이터셋
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04673686

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