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Triethylamine → N-(1-cyclohexylmethyl-2-pyrrolidinyl-methyl)-2,3-dimethoxy-5-sulphamoyl benzamide

HRID 1194749
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HRID 1194749 반응식
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([S:14](=[O:17])(=[O:16])[NH2:15])=[CH:8][C:4]=1[C:5]([OH:7])=O.C(N(CC)CC)C.ClC(OCC)=O.[CH:31]1([CH2:37][N:38]2[CH2:42][CH2:41][CH2:40][CH:39]2[CH2:43][NH2:44])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>CC(C)=O.O>[CH:31]1([CH2:37][N:38]2[CH2:42][CH2:41][CH2:40][CH:39]2[CH2:43][NH:44][C:5](=[O:7])[C:4]2[CH:8]=[C:9]([S:14](=[O:17])(=[O:16])[NH2:15])[CH:10]=[C:11]([O:12][CH3:13])[C:3]=2[O:2][CH3:1])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 30176982,3-Dimethoxy-5-sulphamoylbenzoic acidHCID 21268496[1-(Cyclohexylmethyl)pyrrolidin-2-yl]methanamine

생성물 1

HCID 54427560N-(1-cyclohexylmethyl-2-pyrrolidinyl-methyl)-2,3-dimethoxy-5-sulphamoyl benzamide

시약·촉매·용매 2

HCID 180
Acetone
용매
HCID 962Water용매

실험 절차

26.1 g of 2,3-dimethoxy-5-sulphamoyl-benzoic acid (0.10 mole), 40 ml of water, 200 ml of acetone and 10.1 g of triethylamine (0.10 mole) are placed in 500 ml flask fitted with an agitator, a thermometer and a dropping funnel. The solution is cooled to between 0° and +5° C. and 10.9 g of ethyl chloroformate (0.10 mole) is added drop by drop. It is agitated for 1 hour 30 minutes with the temperature kept at about +5° C., then 19.6 g of 1-cyclohexylmethyl-2 aminomethyl pyrrolidine (0.10 mole) is added drop by drop. A precipitate forms progressively as more and more is added. The reaction medium is then agitated at room temperature, after which it is left to stand. The crystals are filtered, washed three times with water then with 100 ml of 10% ammonia and dried in an oven at 50° C. 50 g is obtained.

후처리

  1. customfitted with an agitator
  2. temperatureThe solution is cooled to between 0° and +5° C.
  3. customkept at about +5° C.
  4. additionA precipitate forms progressively as more and more is added
  5. stirringThe reaction medium is then agitated at room temperature
  6. waitafter which it is left
  7. filtrationThe crystals are filtered
  8. washwashed three times with water
  9. dry with materialwith 100 ml of 10% ammonia and dried in an oven at 50° C
  10. custom50 g is obtained

출처 및 근거

ORD 기록
ord-dc3048a1ad3b4b3c95cbc878faf997e2
출처 데이터셋
uspto-grants-1989_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04816471

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