2-Amino-5-nitrobenzene-1,3-dicarbonitrile → HCID 21559844, compound

HRID 1578362Notes

Reaction equation

HRID 1578362 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([C:12]#[N:13])[C:4]=1[OH:14])#[N:2].[C:15](C1C=C([N+]([O-])=O)C=C(C#N)C=1N)#N.C(C1C=C([N+]([O-])=O)C=C(C#N)C=1Cl)#N.CO.[OH-].[Na+]>>[C:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([C:12]#[N:13])[C:4]=1[O:14][CH3:15])#[N:2]

Participants

5

Reactant 4

HCID 136917692-Amino-5-nitrobenzene-1,3-dicarbonitrileHCID 21559842HCID 21559842, compoundHCID 21559846HCID 21559846, compoundHCID 23721981Sodium hydroxide methanol

Product 1

HCID 21559844HCID 21559844, compound

Procedure

2,6-Dicyano-4-nitro-phenol, used in Example 12, was prepared according to generally known processes: 2,6-dicyano-4-nitro-aniline is converted by a Sandmeyer reaction into 2,6-dicyano-4-nitro-chlorobenzene of melting point 218°-219.5°C, reacted with methanol/sodium hydroxide to give 2,6-dicyano-4-nitro-anisole of melting point 144°-148°C, and the latter subsequently split with sodium iodide in dimethylformamide to give 2,6-dicyano-4-nitro-phenol of melting point 228°-231°C. The last two stages correspond to a process indicated in Belgian Pat. No. 764,117.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-ae6d87d2c3f04b989dbbce6b76475ce2
Source dataset
uspto-grants-1976_02
Patent number
US03936447

Reaction notes

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