Hydrochloric Acid → 5-Chloro-2-((2-chloroacetyl)amino)benzoic acid

HRID 1899394노트

반응식

HRID 1899394 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:12][CH2:13][C:14](Cl)=[O:15].C(=O)([O-])[O-].[K+].[K+].Cl>C(#N)C>[Cl:12][CH2:13][C:14]([NH:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])=[O:15]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 124762-Amino-5-chlorobenzoic acid

생성물 1

HCID 41798255-Chloro-2-((2-chloroacetyl)amino)benzoic acid

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

12.5 g (73 mmol) of 2-amino-5-chlorobenzoic acid are initially introduced into 500 ml of acetonitrile and treated with 9.0 g (80 mmol) of chloroacetyl chloride with stirring, the temperature being kept at 20°-25° C. (ice-bath). 22 g (0.16 mol) of finely pulverized potassium carbonate are then introduced and the mixture is stirred overnight at room temperature. The batch is adjusted to pH 2 with dilute hydrochloric acid and the acetonitrile is stripped off on a rotary evaporator. The precipitate is filtered off with suction and washed well with water. The crude product is treated with sodium bicarbonate solution and stirred. Insoluble matter is filtered off with suction and the filtrate acidified with dilute hydrochloric acid to pH 2. The precipitated product is filtered off with suction and dried. Yield: 7 g (77.3% of theory) M.p.: 188° C.

후처리

  1. custombeing kept at 20°-25° C.
  2. stirringthe mixture is stirred overnight at room temperature
  3. customthe acetonitrile is stripped off on a rotary evaporator
  4. filtrationThe precipitate is filtered off with suction
  5. washwashed well with water
  6. additionThe crude product is treated with sodium bicarbonate solution
  7. stirringstirred
  8. filtrationInsoluble matter is filtered off with suction
  9. filtrationThe precipitated product is filtered off with suction
  10. customdried

출처 및 근거

ORD 기록
ord-a1de311ebc264719961cf4cbd214c1b8
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05571921

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