Hydrochloric Acid → 5-Carboxy-3-nitro-2phenylbenzenediazonium tetrafluoroborate

HRID 1605546ノート

反応式

HRID 1605546 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:17]([O-:19])=[O:18])[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]([OH:7])=[O:6].[N:20]([O-])=O.[K+].Cl.[B:25]([F:28])([F:27])[F:26].[FH:29]>[OH-].[K+].C(O)(=O)C>[F:26][B-:25]([F:29])([F:28])[F:27].[C:5]([C:4]1[CH:8]=[C:9]([N+:17]([O-:19])=[O:18])[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:2]([N+:1]#[N:20])[CH:3]=1)([OH:7])=[O:6]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 516910Potassium nitriteHCID 9855450Trifluoroborane HydrofluorideHCID 124087693-Amino-5-nitro-4-phenylbenzoic acid

生成物 1

HCID 215468605-Carboxy-3-nitro-2phenylbenzenediazonium tetrafluoroborate

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 14797Potassium Hydroxide溶媒

実験手順

A hot solution of 3-amino-5-nitro-4-phenylbenzoic acid (39 g; prepared as in Example 1, step C) and potassium nitrite (15 g) in 1 N potassium hydroxide (260 ml) is added dropwise to a mixture of acetic acid (150 ml) and conc. hydrochloric acid (150 ml), while stirring vigorously at -2° to 2° C. After additional stirring at this temperature for about 10 minutes, 50% hydrofluoroboric acid (100 ml) is added during about 5 minutes, keeping the temperature below 5° C by external cooling. After additional stirring at about -10° C for 1 hour, the precipitated 5-carboxy-3-nitro-2-phenylbenzenediazonium tetrafluoroborate is collected by filtration, washed with icecold water (two portions of each 25 ml) and dried.

後処理

  1. stirringAfter additional stirring at this temperature for about 10 minutes
  2. customthe temperature below 5° C
  3. stirringAfter additional stirring at about -10° C for 1 hour
  4. filtrationthe precipitated 5-carboxy-3-nitro-2-phenylbenzenediazonium tetrafluoroborate is collected by filtration
  5. washwashed with icecold water (two portions of each 25 ml) and
  6. customdried

出典と根拠

ORDレコード
ord-155e57820687425d8335511f5d034cc6
出典データセット
uspto-grants-1976_04
特許番号
US03950380

反応ノート

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