Ammonia → HCID 20137145, compound

HRID 1253174Notes

Reaction equation

HRID 1253174 reaction equation
[CH2:1]([NH:3][C:4](=S)[NH:5][C:6]1[CH:10]=[N:9][N:8]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[N:16])[N:7]=1)[CH3:2].[NH3:18]>>[CH2:1]([N:3]=[C:4]([NH2:18])[NH:5][C:6]1[CH:10]=[N:9][N:8]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[N:16])[N:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 53787466HCID 53787466, compound

Product 1

HCID 20137145HCID 20137145, compound

Procedure

A solution of 5-[4-(3-ethylthioureido)-1,2,3-triazol-2-yl]valeronitrile (2.2 g.) in methanolic ammonia (6M; 20 ml.) was treated with yellow mercuric oxide (2.08 g.) and the resulting suspension stirred at room temperature for 18 hours. The suspension was filtered through diatomaceous earth and the filtrate evaporated to give an oil which was purified by medium pressure chromatography using EtOAc then MeOH/EtOAc 1:1 v/v as eluants to give 5-[4-[2-ethylguanidino)-1,2,3-triazol-2-yl]valeronitrile (1.35 g.).

Workup

  1. filtrationThe suspension was filtered through diatomaceous earth
  2. customthe filtrate evaporated
  3. customto give an oil which
  4. customwas purified by medium pressure chromatography

Sources & evidence

ORD record
ord-4e2bb491e7374d388a05d900d3718204
Source dataset
uspto-grants-1988_05
Patent number
US04748165

Reaction notes

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