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

HRID 444229ノート

反応式

HRID 444229 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7416Nitrobenzene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-f29bb7a1487d41148457acff8bdf0258
出典データセット
uspto-grants-1981_04
特許番号
US04263309

反応ノート

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