Triethylamine → HCID 178462611, compound

HRID 267519Notes

Reaction equation

HRID 267519 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 5-amino-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-40405b9a7fb844599520380e944f6c0d
Source dataset
uspto-grants-1976_03
Patent number
US03943141

Reaction notes

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