Ammonia → HCID 13883827, compound

HRID 978401Notes

Reaction equation

HRID 978401 reaction equation
[F:1][C:2]([F:20])([F:19])[CH2:3][N:4]=[C:5]([NH2:18])[NH:6][C:7]1[N:11]=[CH:10][N:9]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[N:17])[N:8]=1.N.S(=O)(=O)(O)[OH:23]>>[F:20][C:2]([F:1])([F:19])[CH2:3][N:4]=[C:5]([NH2:18])[NH:6][C:7]1[N:11]=[CH:10][N:9]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH2:17])=[O:23])[N:8]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 21279856HCID 21279856, compound

Product 1

HCID 13883827HCID 13883827, compoundYield 54%

Procedure

A solution of 5-[3-(2-[2,2,2-trifluoroethyl]guanidino)-1,2,4-triazol-1-yl]valeronitrile (0.15 g.) in concentrated sulphuric acid (3 ml.) was stirred for 1.5 hours at room temperature then poured onto ice and basified with concentrated aqueous ammonia. Extraction with EtOAc gave 0.12 g. of a white solid which was triturated with ether to give 5-[3-(2-[2,2,2-trifluoroethyl]guanidino)-1,2,4-triazol-1-yl]valeramide (0.085 g., 54%), m.p. 162°-164°.

Workup

  1. extractionExtraction with EtOAc
  2. customgave 0.12 g
  3. customof a white solid which was triturated with ether

Sources & evidence

ORD record
ord-f583c4fb46c64878873548cc7e074fbb
Source dataset
uspto-grants-1987_05
Patent number
US04665073

Reaction notes

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