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Hydrochloric Acid → N,N,N'-trimethyl-N'-(6-dimethylaminomethyl-2-pyridyl)urea hydrochloride hemihydrate

HRID 1154696
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HRID 1154696 반응식
[CH3:1][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][CH3:12])[N:6]=1)[CH3:3].C(N(CC)CC)C.[CH3:20][N:21]([CH3:25])[C:22]([Cl:24])=[O:23].[ClH:26]>C1C=CC=CC=1>[OH2:23].[ClH:24].[CH3:20][N:21]([CH3:25])[C:22]([N:11]([CH3:12])[C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH2:4][N:2]([CH3:3])[CH3:1])[N:6]=1)=[O:23].[CH3:20][N:21]([CH3:25])[C:22]([N:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH2:4][N:2]([CH3:1])[CH3:3])[N:6]=1)[CH3:12])=[O:23].[ClH:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric Acid2회HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 20434276N,N-dimethyl-6-(methylamino)-2-Pyridinemethanamine

생성물 1

HCID 70505628N,N,N'-trimethyl-N'-(6-dimethylaminomethyl-2-pyridyl)urea hydrochloride hemihydrate

시약·촉매·용매 1

HCID 241
Benzene
용매

실험 절차

To 2-dimethylaminomethyl-6-methylaminopyridine (2.14 g, 0.013 mol) in dry benzene (35 ml) is added triethylamine (1.77 g, 0.0175 mol) and dimethylcarbamoyl chloride (1.72 g, 0.016 mol). The solution is stirred under nitrogen at reflux for 16 hours overnight. The mixture is cooled to room temperature and filtered. The filtrate is concentrated in vacuo and the residual oil is taken up in ether, filtered and again concentrated in vacuo. The residual oil is converted to the monohydrochloride salt with 6N ethanolic hydrochloric acid (1.7 ml, 0.0103 mol). The solid is recrystallized from ethanol-ether several times, affording 2.2 g of N,N,N'-trimethyl-N'-(6-dimethylaminomethyl-2-pyridyl)urea hydrochloride hemihydrate as a white solid, m.p. 154°-155° C.

후처리

  1. temperatureat reflux for 16 hours overnight
  2. filtrationfiltered
  3. concentrationThe filtrate is concentrated in vacuo
  4. filtrationfiltered
  5. concentrationagain concentrated in vacuo
  6. customThe solid is recrystallized from ethanol-ether several times

출처 및 근거

ORD 기록
ord-d7b0bfe92a9d4c9da209568a767457c9
출처 데이터셋
uspto-grants-1984_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04490533

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