Sulfuric Acid → 4-Phenyl-2-nitrobenzenediazonium hydrogen sulfate

HRID 859065

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HRID 859065 반응식
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[N:6]([O-])=O.[Na+].[N+:10]([C:13]1[CH:14]=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=[CH:17][C:18]=1[NH2:19])([O-:12])=[O:11].C(OCC)C>C(O)(=O)C>[S:1]([O-:5])([OH:4])(=[O:3])=[O:2].[C:20]1([C:15]2[CH:16]=[CH:17][C:18]([N+:19]#[N:6])=[C:13]([N+:10]([O-:12])=[O:11])[CH:14]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 77705[1,1'-Biphenyl]-4-amine, 3-nitro-2회HCID 23668193Sodium Nitrite2회

생성물 1

HCID 858226914-Phenyl-2-nitrobenzenediazonium hydrogen sulfate

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
20 °C

실험 절차

To 70 mL of sulfuric acid at 10° C. is added portionwise sodium nitrite (7 g, 0.1 mol). The reaction mixture is warmed to 20° C. to dissolve all the sodium nitrite and then cooled to 15° C. To the reaction mixture is added over 30 minutes a suspension of 3-nitro-4-amino-1,1′-biphenyl (7.33 g, 0.034 mol), prepared in (B) above, in 60 mL of acetic acid. The reaction mixture is stirred for one hour at 10° C. and then to the reaction mixture is added 500 mL of diethyl ether. An exotherm occurs. The mixture is stirred for one hour. The solid formed is removed by filtration behind a safety shield and washed with diethyl ether to give 16.2 g of the title compound as a yellow solid. The solidis dried for 1.5 hours at 20° C. under vacuum and stored in a freezer in a polyethylene container until later use. Analysis: IR (nujol) v 1650 (N═N), 2250 (N2+) cm−1.

후처리

  1. temperaturecooled to 15° C
  2. additionTo the reaction mixture is added over 30 minutes
  3. stirringThe mixture is stirred for one hour
  4. customThe solid formed
  5. customis removed by filtration behind a safety shield
  6. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-065a428720c448619eae7a7660c4ee72
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07148274B2

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