Hexamethylenetetramine → HCID 68117011, compound

HRID 328613Notes

Reaction equation

HRID 328613 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[C:4]([C:6]1[CH:10]=[C:9]([CH2:11][CH3:12])[S:8][C:7]=1[N:13]1[C:17]([CH2:18]Cl)=[N:16][C:15]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[N:14]1)=O.C1N2CN3CN(C2)C[N:30]1C3>C(O)C>[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[C:4]1[C:6]2[CH:10]=[C:9]([CH2:11][CH3:12])[S:8][C:7]=2[N:13]2[N:14]=[C:15]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:16]=[C:17]2[CH2:18][N:30]=1

Participants

4

Reactant 2

HCID 4101HexamethylenetetramineHCID 21442753HCID 21442753, compound

Product 1

HCID 68117011HCID 68117011, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.50 g. of ethyl 1-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-5-chloromethyl-1H-1,2,4-triazole-3-carboxylate, 3.36 g. of hexamethylenetetramine and 80 ml. of ethanol is refluxed for 15 hours, followed by concentration. Then, addition of water to the residue gives ethyl 6-(2-chlorophenyl)-8-ethyl-4 H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]-diazepine-2-carboxylate as crystals. Recrystallization from ethanol yields pale yellow prisms melting at 147.5° to 148.5° C.

Workup

  1. additionA mixture of 3.50 g
  2. concentrationfollowed by concentration
  3. additionThen, addition of water to the residue

Sources & evidence

ORD record
ord-c49b7eea9439413cb538dd9a9e36fbc2
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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