Cyanamide → HCID 15239022, 화합물

HRID 1195089노트

반응식

HRID 1195089 반응식
[Br:1][C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([N+:10]([O-:12])=O)[C:3]=1[NH2:4].[N:13]#[C:14][NH2:15]>C(O)(=O)C.Cl>[NH2:15][C:14]1[N:13]=[N+:10]([O-:12])[C:5]2[CH:6]=[C:7]([CH3:9])[CH:8]=[C:2]([Br:1])[C:3]=2[N:4]=1

참가 물질

5

반응물 2

HCID 9864CyanamideHCID 27753062-Bromo-4-methyl-6-nitroaniline

생성물 1

HCID 15239022HCID 15239022, 화합물수율 51.5%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매2회

반응 조건

온도
50 °C

실험 절차

To 13.0 g (56.3 mmol) of 2-bromo-4-methyl-6-nitroaniline stirring in a mixture of 25 ml glacial acetic acid and 5 ml of concentrated hydrochloric acid at 80° C., 29.0 g (690.5 mmol) of cyanamide and 25 ml of concentrated hydrochloric acid were added simultaneously, separately, and very slowly. At one point during the addition, a vigorous exotherm occurred and the external heat immediately removed. After the addition, the reaction was heated at reflux for 15 minutes. On cooling to about 50° C., 100 ml of 25% aqueous sodium hydroxide were added dropwise and the mixture heated at reflux 15 minutes. The reaction was cooled to room temperature, the insoluble orange solid filtered and washed with water followed by ethyl acetate to afford 7.4 g of yellow 3-amino-5-bromo-7-methyl-1,2,4-benzotriazine-1-oxide after drying.

후처리

  1. additionAt one point during the addition
  2. temperaturethe external heat immediately
  3. customremoved
  4. additionAfter the addition
  5. temperaturethe reaction was heated
  6. temperatureat reflux for 15 minutes
  7. addition100 ml of 25% aqueous sodium hydroxide were added dropwise
  8. temperaturethe mixture heated
  9. temperatureat reflux 15 minutes
  10. temperatureThe reaction was cooled to room temperature
  11. filtrationthe insoluble orange solid filtered
  12. washwashed with water

출처 및 근거

ORD 기록
ord-91a6ac34b42148ed8d01a5bf172e7763
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05110347

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