Methane → 4-[(4-Aminophenyl)diazenyl]phenol
Reaction equation
C1(N)C=CC(N)=CC=1.Cl.N([O-])=O.[Na+].C.[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[OH-].[Na+].[NH2:24][C:25]1[CH:30]=[CH:29][C:28]([N+:31]#[N:32])=[CH:27][CH:26]=1>O>[OH:21][C:15]1[CH:20]=[CH:19][C:18]([N:32]=[N:31][C:28]2[CH:29]=[CH:30][C:25]([NH2:24])=[CH:26][CH:27]=2)=[CH:17][CH:16]=1Participants
Procedure
108 Parts by weight of p-phenylene-diamine which are placed into 300 parts by volume of water and 1000 parts by weight of ice are diazotized at a pH of from 1.5 to 3.5 by adding a total of about 200 parts by volume of 31% by weight hydrochloric acid and about 69 parts by weight of sodium nitrite in an aqueous solution. Upon clarification with active charcoal/guhr, 180 parts by weight of phenol are added, and a pH in the range of from 8 to 11 is established with 90 parts by volume of a 33% by weight sodium hydroxide solution. Within 30 minutes the 4-amino-benzene-diazonium salt is coupled to give the 4-hydroxy-4'-aminoazobenzene. Subsequently 170 parts by volume of 33% by weight of sodium hydroxide solution and 65 parts by weight of sodium nitrite are added.
Sources & evidence
- ORD record
- ord-a3f7ddcc078e4c61970c90b2fd7866ef
- Source dataset
- uspto-grants-1978_09
- Patent number
- US04115380
Reaction notes
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