Hydrochloric Acid → HCID 21483629, compound

HRID 1415120Notes

Reaction equation

HRID 1415120 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5](=[O:17])[NH:6][CH:7]1[CH2:12][C:11]([CH3:14])([CH3:13])[NH:10][C:9]([CH3:16])([CH3:15])[CH2:8]1.Cl.[N:19]([O-])=[O:20].[Na+]>>[Cl:1][CH2:2][CH2:3][N:4]([N:19]=[O:20])[C:5](=[O:17])[NH:6][CH:7]1[CH2:8][C:9]([CH3:16])([CH3:15])[NH:10][C:11]([CH3:13])([CH3:14])[CH2:12]1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 98823Urea, 1-(2-chloroethyl)-3-(2,2,6,6-tetramethyl-4-piperidinyl)-HCID 23668193Sodium Nitrite

Product 1

HCID 21483629HCID 21483629, compound

Procedure

To a solution of 1 g. of 4-[3-(2-chloroethyl)ureido]-2,2,6,6-tetramethylpiperidine in 8 ml. of 10% hydrochloric acid was added gradually 0.4 g. of sodium nitrite at 0° - 5° C. After completion of the addition, the reaction mixture was stirred at a temperature below 10° C. for additional 1.5 hours. The crystalline substances separated out in situ during the stirring were recovered by filtration, washed with a small amount of cold water and recrystallized from aqueous methanol to give 0.5 g. of the pure hydrochloride.monohydrate of the desired product having pale yellow color and a decomposition point of 159° - 163° C.

Workup

  1. customat 0° - 5° C
  2. additionAfter completion of the addition
  3. customThe crystalline substances separated out in situ during the stirring
  4. filtrationwere recovered by filtration
  5. washwashed with a small amount of cold water
  6. customrecrystallized from aqueous methanol
  7. customto give 0.5 g

Sources & evidence

ORD record
ord-ea63a0ce53c1486eb6c252c197bd5f73
Source dataset
uspto-grants-1977_01
Patent number
US04003901

Reaction notes

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