Pyridine → HCID 69359775, compound

HRID 1182117Notes

Reaction equation

HRID 1182117 reaction equation
[CH2:1]([N:3]1[N:7]=[N:6][C:5]([NH2:8])=[N:4]1)[CH3:2].N1C=CC=CC=1.[C:15]1([O:21][C:22](Cl)=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1COCC1>[C:15]1([O:21][C:22](=[O:23])[NH:8][C:5]2[N:6]=[N:7][N:3]([CH2:1][CH3:2])[N:4]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 42745882-ethyl-2H-tetrazol-5-amine

Product 1

HCID 69359775HCID 69359775, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2-ethyl-2H-tetrazol-5-ylamine (0.1 g, 0.88 mmol) in dry THF (2 ml) is treated with pyridine (0.09 ml, 1.10 mmol) followed by a solution of phenylchloroformate (0.11 ml, 0.911 mmol) in THF (1 ml). The reaction mixture is stirred at ambient temperature for 1.5 hours, then partitioned between ethylacetate and water. The ethylacetate phase is dried over magnesium sulphate and evaporated to afford (2-Ethyl-2H-tetrazol-5-yl)-carbamic acid phenyl ester as a white solid. 1H NMR (CDCl3, 400 MHz) δ, 7.90 (1H, brs), 7.30 (2H, m), 7.15, (3H, m), 4.60 (2H, q) 1.60 (3H, t).

Workup

  1. custompartitioned between ethylacetate and water
  2. dry with materialThe ethylacetate phase is dried over magnesium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-472be5302cae42c9a20a401a9028f0c1
Source dataset
uspto-grants-2007_10
Patent number
US07288537B2

Reaction notes

Loading…