Triethylamine → HCID 178462611, compound

HRID 2398251Notes

Reaction equation

HRID 2398251 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([C:14](Cl)=[O:15])=[CH:8][N:9]2[CH2:12][CH3:13])=[CH:4][CH:3]=1.[NH2:18][C:19]1[NH:23][N:22]=[N:21][N:20]=1.C(N(CC)CC)C>O1CCOCC1>[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([C:14]([NH:18][C:19]3[NH:23][N:22]=[N:21][N:20]=3)=[O:15])=[CH:8][N:9]2[CH2:12][CH3:13])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21434993HCID 21434993, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178462611HCID 178462611, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

7-Chloro-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carbonyl chloride (22.3 g) in dry dioxan (350 ml) was added slowly to 5amino-1H-tetrazole (7.9 g) and triethylamine (15.1 ml) in dry dioxan (350 ml) and the mixture kept 3 days at room temperature. The solid was collected and dissolved in aqueous dimethylaminoethanol. The solution was filtered and acetic acid was added to the filtrate. The solid that separated was collected and had m.p. above 400°.

Workup

  1. customThe solid was collected
  2. dissolutiondissolved in aqueous dimethylaminoethanol
  3. filtrationThe solution was filtered
  4. additionacetic acid was added to the filtrate
  5. customThe solid that separated
  6. customwas collected

Sources & evidence

ORD record
ord-757056e8614b4c46a4b47755f06ef1fa
Source dataset
uspto-grants-1977_05
Patent number
US04024255

Reaction notes

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