Hydrochloric Acid → N-Nitrosodicyclohexylamine

HRID 373800Notes

Reaction equation

HRID 373800 reaction equation
[N:1]([O-:3])=O.[Na+].[CH:5]1([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.Cl>O>[N:1]([N:11]([CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1)[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7582DicyclohexylamineHCID 23668193Sodium Nitrite

Product 1

HCID 13697N-Nitrosodicyclohexylamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
95 °C

Procedure

A solution of 20.7 g of sodium nitrite in 60 ml of water is slowly added dropwise at RT to a mixture of 36.2 g of dicylohexylamine, 18 ml of conc. HCl and 300 ml of water. After this, the mixture is heated to 95° C. for 7 h. The nitro compound is extracted by shaking with ether. After drying over Na2SO4 and evaporating the ether, an oily residue remains which immediately crystallises.

Workup

  1. extractionThe nitro compound is extracted
  2. dry with materialAfter drying over Na2SO4
  3. customevaporating the ether
  4. customimmediately crystallises

Sources & evidence

ORD record
ord-36287ea9174b4be9a23230960a6c5530
Source dataset
uspto-grants-1992_11
Patent number
US05166166

Reaction notes

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