Sodium Hydroxide → Sodium Azide

HRID 479654Notes

Reaction equation

HRID 479654 reaction equation
N1C=CC(C2SC=C(C([N:14]=[N+:15]=[N-:16])=O)N=2)=CC=1.[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1C1SC=C(C(O)=O)N=1.[OH-].[Na+:32].C(Cl)(=O)C(Cl)=O>O>[N-:14]=[N+:15]=[N-:16].[Na+:32].[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:14]=[N+:15]=[N-:16]

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 65578Oxalyl chlorideHCID 156230902-(Pyridin-2-yl)-1,3-thiazole-4-carboxylic acidHCID 187717402-(4-Pyridinyl)-4-thiazolylcarbonylazide

Product 2

HCID 33557Sodium AzideHCID 109644722-Azidopyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a manner similar to that described for the preparation of 2-(4-pyridinyl)-4-thiazolyl-carbonylazide, 2-(2-pyridinyl)-4-thiazolylcarboxylic acid (1.0 g)was treated successively with NaOH, oxalyl chloride and a solution of NaN3 in water to give the 2-pyridinyl azide as a pale brown solid: m.p. 112-114° C. MS m/z: 232 (M+H).

Sources & evidence

ORD record
ord-3062b60c2c5248b7b53dff396956d995
Source dataset
uspto-grants-2003_11
Patent number
US06645990B2

Reaction notes

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