Hydrochloric Acid → HCID 21483639, compound

HRID 1415119Notes

Reaction equation

HRID 1415119 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][NH:5][C:6]([NH:8][CH2:9][C:10]1[C:15]([CH2:16][OH:17])=[CH:14][N:13]=[C:12]([CH3:18])[C:11]=1[OH:19])=[O:7].Cl.[N:21]([O-])=[O:22].[Na+]>>[ClH:2].[Cl:2][CH2:3][CH2:4][N:5]([N:21]=[O:22])[C:6]([NH:8][CH2:9][C:10]1[C:15]([CH2:16][OH:17])=[CH:14][N:13]=[C:12]([CH3:18])[C:11]=1[OH:19])=[O:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 21483637HCID 21483637, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21483639HCID 21483639, compound

Procedure

To a solution of 1 g. of 1-(2-chloroethyl)-3-[(2-methyl-3-hydroxy-5-hydroxymethylpyridine-4-yl)methyl] urea.hydrochloride in 10 ml. of 5% hydrochloric acid was added gradually 0.4 g. of sodium nitrite at 0° - 5° C. while stirring. After completion of the addition, the reaction mixture was stirred at 0° - 5° C. for additional 1.5 hours. The crystalline substances separated in situ during the stirring were recovered by filtration and recrystallized from 8 ml. of ethanol to give 0.1 g. of the pure desired product having pale yellow color and a decomposition point of 171° C.

Workup

  1. additionAfter completion of the addition
  2. customThe crystalline substances separated in situ during the stirring
  3. filtrationwere recovered by filtration
  4. customrecrystallized from 8 ml
  5. customof ethanol to give 0.1 g

Sources & evidence

ORD record
ord-cf1682e48f3c4d8a9a3ce7e5fe843059
Source dataset
uspto-grants-1977_01
Patent number
US04003901

Reaction notes

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