Ammonia → 2-Amino-3-bromo-6,7-dimethylnaphthalene-1,4-dione

HRID 444229노트

반응식

HRID 444229 반응식
[NH3:1].[Br:2][C:3]1[C:4](=[O:17])[C:5]2[C:10]([C:11](=[O:14])[C:12]=1Br)=[CH:9][C:8]([CH3:15])=[C:7]([CH3:16])[CH:6]=2>[N+](C1C=CC=CC=1)([O-])=O>[NH2:1][C:12]1[C:11](=[O:14])[C:10]2[C:5]([C:4](=[O:17])[C:3]=1[Br:2])=[CH:6][C:7]([CH3:16])=[C:8]([CH3:15])[CH:9]=2

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 2463472,3-Dibromo-6,7-dimethylnaphthalene-1,4-dione

생성물 1

HCID 2463482-Amino-3-bromo-6,7-dimethylnaphthalene-1,4-dione수율 86%

시약·촉매·용매 1

HCID 7416Nitrobenzene용매

실험 절차

Dry ammonia was passed through a refluxing solution of 2,3-dibromo-6,7-dimethyl-1,4-naphthoquinone (10 g; mp 237°-238° C.) in dry nitrobenzene (65 ml) for 30 mins. and the orange solid which separated on cooling was filtered off and washed with light petroleum. After removal of ammonium bromide with water, 6.96 g. (86%) of material of mp 228° C. was obtained. Recrystallisation from glacial acetic acid gave analytically pure material of the same melting point. ν max(mull) 3400, 3300, 1680, 1610, 1585, 1570 cm-1. δ(DMSO) 2.35 (6H,s); 7.35 (2H, exchangeable broad singlet); 7.74 (2H,s). (Found; C, 51.50; H, 3.38; N, 4.79; C12H10BrNO2 requires; C, 51.45; H, 3.60; N, 5.00%).

후처리

  1. customand the orange solid which separated
  2. temperatureon cooling
  3. filtrationwas filtered off
  4. washwashed with light petroleum
  5. customAfter removal of ammonium bromide with water, 6.96 g

출처 및 근거

ORD 기록
ord-f29bb7a1487d41148457acff8bdf0258
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04263309

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