Hydrochloric Acid → HCID 12448958, compound

HRID 2071531Notes

Reaction equation

HRID 2071531 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([NH:15][NH2:16])=[O:14])=[CH:11][C:10]=1[Cl:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[N:21]([O-])=O.[Na+]>O>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([N:15]=[N+:16]=[N-:21])=[O:14])=[CH:11][C:10]=1[Cl:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 124489614-(Benzyloxy)-3-chlorobenzohydrazideHCID 23668193Sodium Nitrite

Product 1

HCID 12448958HCID 12448958, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

4-Benzyloxy-3-chlorobenzoic acid hydrazide (27.6 g., 0.1 mole) is suspended in 500 ml. 1N hydrochloric acid and the mixture cooled to about 0° C. A solution of sodium nitrite (7.0 g.) in 40 ml. water is added at such a rate as to keep the temperature below 5° C. The mixture is stirred at 5° C for 3/4 hr., filtered and the precipitate dried in vacuo to give 27.8 g., (96.8% yield) 4-benzyloxy-3-chlorobenzoyl azide.

Workup

  1. customthe temperature below 5° C
  2. filtration, filtered
  3. customthe precipitate dried in vacuo
  4. customto give 27.8 g

Sources & evidence

ORD record
ord-238e844a40ce49599238e0e9df3fb877
Source dataset
uspto-grants-1977_09
Patent number
US04046909

Reaction notes

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