Hydrochloric Acid → HCID 19752401, compound

HRID 483403Notes

Reaction equation

HRID 483403 reaction equation
Cl.[Cl:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.CCOCC.Cl.[N:27]([O-])=[O:28].[Na+]>O>[N:27]([N:8]([CH2:7][C:6]1[CH:19]=[CH:20][C:3]([Cl:2])=[CH:4][CH:5]=1)[C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH3:16])([CH3:17])[CH3:18])=[CH:11][CH:10]=1)=[O:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 19752427118427-30-8HCID 23668193Sodium Nitrite

Product 1

HCID 19752401HCID 19752401, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A suspension of 50 q of the hydrochloride salt from Step 1, 500 mL water, 250 mL ether and 170 mL of 1 N hydrochloric acid was treated with a solution of 12.3 q sodium nitrite in 50 mL of water. After stirring for 2 h at room temperature the reaction mixture was extracted twice with ether. The combined extracts were washed with water and dried over MgSO4. Filtration and concentration gave N-nitroso-N-(p-chlorobenzyl)-4-t-butylaniline.

Workup

  1. extractionwas extracted twice with ether
  2. washThe combined extracts were washed with water
  3. dry with materialdried over MgSO4
  4. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-1bb858a489954c0cbc693eec5770c96c
Source dataset
uspto-grants-1993_07
Patent number
US05225421

Reaction notes

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