Hydrochloric Acid → 2-Amino-6-dimethylaminobenzonitrile

HRID 972962Notes

Reaction equation

HRID 972962 reaction equation
[CH3:1][N:2]([CH3:14])[C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[C:4]=1[C:5]#[N:6].Cl>[Fe].CO>[NH2:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:3]([N:2]([CH3:14])[CH3:1])[C:4]=1[C:5]#[N:6]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11535716Benzonitrile, 2-(dimethylamino)-6-nitro-

Product 1

HCID 127157132-Amino-6-dimethylaminobenzonitrile

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 5.7 g. of 2-dimethylamino-6-nitrobenzonitrile in 20 ml. of methanol and 17 ml. of concentrated hydrochloric acid is added 5.3 g. of iron powder in portions. The mixture is stirred for 1/2 hour, diluted with 200 ml. of water and extracted with methylene chloride which is dried and evaporated in vacuo to yield crude 2-amino-6-dimethylaminobenzonitrile.

Workup

  1. additionTo a suspension of 5.7 g
  2. additiondiluted with 200 ml
  3. extractionof water and extracted with methylene chloride which
  4. customis dried
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-7e201ebe092c4213b63b65dd74a340dd
Source dataset
uspto-grants-1977_10
Patent number
US04054591

Reaction notes

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