Urea → Benzene, 1,3-dichloro-2-iodo-5-nitro-

HRID 1761613

반응식

HRID 1761613 반응식
[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Cl:12])[C:3]=1N.N([O-])=O.[Na+].NC(N)=O.[I-:21].[K+]>C(O)(=O)C.S(=O)(=O)(O)O.O>[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Cl:12])[C:3]=1[I:21]

참가 물질

8

반응물 4

HCID 1176UreaHCID 4875Potassium IodideHCID 74302,6-Dichloro-4-nitroanilineHCID 23668193Sodium Nitrite

생성물 1

HCID 112948Benzene, 1,3-dichloro-2-iodo-5-nitro-수율 86%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 1118Sulfuric Acid용매

실험 절차

To a stirred suspension of 2,6-dichloro-4-nitroaniline (200 g) in glacial acetic acid (1.3 1) at 16° was added dropwise a solution of sodium nitrite (93.84 g) in concentrated sulphuric acid (500 ml), keeping the reaction mixture below 22°. The reaction mixture was stirred and kept below this temperature for 0.5 hour, then poured slowly onto crushed ice/water (2.5 liters) containing urea (31.71 g), keeping the mixture below 23°. Potassium iodide (225.77 g) in water (600 ml) was slowly added with stirring and the mixture stirred at room temperature for 3 hours. The product was filtered off, washed with water then triturated with hot ethanol to give 3,5-dichloro-4-iodonitrobenzene (263.4 g, 86%) as a buff solid, m.p. 147°-150°.

후처리

  1. customthe reaction mixture below 22°
  2. additionpoured slowly
  3. customthe mixture below 23°
  4. stirringwith stirring
  5. stirringthe mixture stirred at room temperature for 3 hours
  6. filtrationThe product was filtered off
  7. washwashed with water
  8. customthen triturated with hot ethanol

출처 및 근거

ORD 기록
ord-3f5c0dbae54d4824bbf8ffca30a183bc
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04826876

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