Benzoyl chloride → HCID 19016562, 화합물

HRID 1728647노트

반응식

HRID 1728647 반응식
[H-].[Na+].[Br:3][C:4]1[C:5]([C:17]#[N:18])=[C:6]([Cl:16])[NH:7][C:8]=1[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1.CN(C)P(N(C)C)(N(C)C)=O.[C:30](Cl)(=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>O1CCCC1.O.C(OCC)C>[C:30]([N:7]1[C:8]([C:9]2[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=2)=[C:4]([Br:3])[C:5]([C:17]#[N:18])=[C:6]1[Cl:16])(=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

8

반응물 4

HCID 7412Benzoyl chlorideHCID 12679HexamethylphosphoramideHCID 24758Sodium hydrideHCID 190165614-Bromo-2-chloro-5-(4-chlorophenyl)-1H-pyrrole-3-carbonitrile

생성물 1

HCID 19016562HCID 19016562, 화합물수율 75%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of sodium hydride (0.21 g of a 60% dispersion, 5.3 mmol) in 50 mL of dry tetrahydrofuran in a 100 mL single neck round bottom flask fitted with a condenser and a nitrogen inlet is added portionwise 4-bromo-2-chloro-5-(p-chlorophenyl)pyrrole-3-carbonitrile (1.0 g, 3.2 mmol). The reaction is stirred for 15 minutes at room temperature before the pipette addition of hexamethylphosphoramide (HMPA) (3 mL) followed immediately by benzoyl chloride (0.75 g, 5.4 mmol). Thereafter the reaction mixture is heated to reflux for 17 hours and allowed to cool. Rotary evaporation yields a crude semi-solid to which is added 15 mL of diethyl ether and 15 mL of water. Vigorous stirring over a period of 20 minutes followed by vacuum filtration results in the isolation of the product as a yellow solid (1.0 g, 2.4 mmol, 75%), mp 179°-181° C.

후처리

  1. customfitted with a condenser and a nitrogen inlet
  2. temperatureThereafter the reaction mixture is heated
  3. temperatureto reflux for 17 hours
  4. temperatureto cool
  5. customRotary evaporation
  6. customyields a crude semi-solid to which
  7. filtrationfollowed by vacuum filtration

출처 및 근거

ORD 기록
ord-0d1766de8a9640d7a73e10a31e940919
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05328928

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