5-Amino-1-naphthol → 4-Fluoro-N-(5-hydroxynaphthalen-1-yl)-3-nitrobenzamide

HRID 326169

反応式

HRID 326169 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[F:13])[C:7](Cl)=[O:8])([O-:3])=[O:2].[NH2:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:16]=1[CH:17]=[CH:18][CH:19]=[C:20]2[OH:25]>C(#N)C.CN(C)C1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[F:13])[C:7]([NH:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:16]=1[CH:17]=[CH:18][CH:19]=[C:20]2[OH:25])=[O:8])([O-:3])=[O:2]

参加物

5

反応物 2

HCID 657465-Amino-1-naphtholHCID 27833474-Fluoro-3-nitrobenzoyl chloride

生成物 1

HCID 204625984-Fluoro-N-(5-hydroxynaphthalen-1-yl)-3-nitrobenzamide

試薬・触媒・溶媒 2

HCID 949N,N-Dimethylaniline溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

22.4 g of 3-nitro-4-fluorobenzoyl chloride (0.12 mols) were added dropwise at 0° C. to a suspension of 19.1 g of 5-amino-1-naphthol (0.12 mols) in 120 ml of acetonitrile and 14.2 g of N,N-dimethylaniline. The mixture was further stirred until it reached room temperature, and then heated for 30 minutes at 50° C. The yellow deposit was suction filtered and washed with acetonitrile. The deposit was dissolved in tetrahydrofurane and stirred with charcoal, filtered and the product was precipitated from the filtrate with petrol 50/75. Yield: 25.8 g=66% of the theoretical yield; mp. 235°-238° C.

後処理

  1. customreached room temperature
  2. filtrationThe yellow deposit was suction filtered
  3. washwashed with acetonitrile
  4. dissolutionThe deposit was dissolved in tetrahydrofurane
  5. stirringstirred with charcoal
  6. filtrationfiltered
  7. customthe product was precipitated from the filtrate with petrol 50/75

出典と根拠

ORDレコード
ord-6d33a443335a4931be334c29a34512c5
出典データセット
uspto-grants-1984_04
特許番号
US04444867

関連ノート

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