Ammonium Hydroxide → 1-Amino-5-nitro-4-thiocyanatonaphthalene

HRID 1732196

Reaction equation

HRID 1732196 reaction equation
C(S[S:4][C:5]#[N:6])#N.[NH2:7][C:8]1[C:17]2[C:12](=[C:13]([N+:18]([O-:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.[OH-].[NH4+]>O>[NH2:7][C:8]1[C:17]2[C:12](=[C:13]([N+:18]([O-:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)[C:11]([S:4][C:5]#[N:6])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 68160Sulfur cyanide (S2(CN)2)HCID 767591-Naphthalenamine, 5-nitro-

Product 1

HCID 203051891-Amino-5-nitro-4-thiocyanatonaphthalene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The cold thiocyanogen solution was added to the stirred solution of 1-amino-5-nitronaphthalene, maintaining the temperature at 5°-15° C. The mixture was stirred a further one hour at 5°-15° C. and then made just alkaline (pH 7-8) by addition of concentrated ammonium hydroxide solution. The reaction mixture, after filtering from a small amount of insoluble material, was evaporated to dryness. The solid obtained was stirred with water, filtered, washed and dried.

Workup

  1. temperaturemaintaining the temperature at 5°-15° C
  2. filtrationThe reaction mixture, after filtering from a small amount of insoluble material
  3. customwas evaporated to dryness
  4. customThe solid obtained
  5. filtrationfiltered
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-01a7eb18fe314ceaa0dad33de272e359
Source dataset
uspto-grants-1980_12
Patent number
US04237019

Linked notes

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