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Ethylenediamine → 2-[1-(2-chloro-3-difluoromethyl-phenoxy)-propyl]-4,5-dihydro-1H-imidazole

HRID 1254972
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HRID 1254972 반응식
[Cl:1][C:2]1[C:13]([CH:14]([F:16])[F:15])=[CH:12][CH:11]=[CH:10][C:3]=1[O:4][CH:5]([CH2:8][CH3:9])[C:6]#[N:7].[CH2:17](N)[CH2:18][NH2:19].[S-]SS[S-].[Na+].[Na+]>O>[Cl:1][C:2]1[C:13]([CH:14]([F:15])[F:16])=[CH:12][CH:11]=[CH:10][C:3]=1[O:4][CH:5]([C:6]1[NH:19][CH2:18][CH2:17][N:7]=1)[CH2:8][CH3:9]
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참가 물질

5

반응물 3

HCID 3301EthylenediamineHCID 6101602CID 6101602HCID 595657802-(2-Chloro-3-difluoromethyl-phenoxy)-butyronitrile

생성물 1

HCID 595657812-[1-(2-chloro-3-difluoromethyl-phenoxy)-propyl]-4,5-dihydro-1H-imidazole

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

A mixture of 2-(2-chloro-3-difluoromethyl-phenoxy)-butyronitrile (300 mg, 1.2 mmol), ethylene diamine (0.33 ml, 4.9 mmol) and sodium tetrasulfide (11 mg, 0.1 mmol) was stirred for 2 hrs at 50° C., then cooled to room temperature. Cold water (0° C.) was added to the reaction mixture. The resultant suspension was stirred for ca 15 minutes and then filtered, washed and dried to yield 2-[1-(2-chloro-3-difluoromethyl-phenoxy)-propyl]-4,5-dihydro-1H-imidazole (m.p. 96-97° C.); 1H-NMR (D6-DMSO) 1.0, t, 3H, 1.8-2.0 m, 2H; 3.42 vbr s, 4H, 4.8, dd, 1H, 6.51, br s, 1H, 7.2, t, 1H, 7.25, d, 1H, 7.32, d, 1H, 7.43, t, 1H.

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. washwashed
  4. customdried

출처 및 근거

ORD 기록
ord-0535d50c2df74d82a15ad7a9225c39d5
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455663B2

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