Triethylamine → 3-Methyl-carbamoylmercapto-4-n-butyl-1,2,4-triazole

HRID 1112109Notes

Reaction equation

HRID 1112109 reaction equation
[SH:1][C:2]1[N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[CH:5]=[N:4][N:3]=1.[CH2:11](N(CC)CC)C.C[N:19]=[C:20]=[O:21]>CCOCC>[CH3:11][C:5]1[N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[C:2]([S:1][C:20](=[O:21])[NH2:19])=[N:3][N:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 178448642HCID 178448642, compound

Product 1

HCID 887697753-Methyl-carbamoylmercapto-4-n-butyl-1,2,4-triazoleYield 57%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 6.0 g. (0.0382 mole) of 3-mercapto-4-n-butyl-1,2,4-triazole dissolved in 50 ml. of ether was added 2.5 g. (0.248 mole) of triethylamine and then 2.5 g (0.0438 mole) of methyl isocyanate. The resulting orange-brown solution was allowed to stand overnight. The solid which formed was filtered and washed twice with 50 ml. of ether to give 4.7 g. (57% yield) of 3-methyl-carbamoylmercapto-4-n-butyl-1,2,4-triazole melting at 112°-114° C.

Workup

  1. customThe solid which formed
  2. filtrationwas filtered
  3. washwashed twice with 50 ml
  4. customof ether to give 4.7 g

Sources & evidence

ORD record
ord-98a82b00d1e14987bdbfc738d07e4e7b
Source dataset
uspto-grants-1978_10
Patent number
US04120864

Reaction notes

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