Triethylamine → HCID 70432851, compound

HRID 980024Notes

Reaction equation

HRID 980024 reaction equation
[CH2:1]([O:8][C:9]([NH:11][N:12]=[CH:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][CH:23]=1)[CH:20]=[C:19]([OH:24])[CH:18]=[CH:17]2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[N+:32]([C:35]1[O:39][C:38]([C:40](Cl)=[O:41])=[CH:37][CH:36]=1)([O-:34])=[O:33]>C(OCC)(=O)C>[N+:32]([C:35]1[O:39][C:38]([C:40]([O:24][C:19]2[CH:18]=[CH:17][C:16]3[C:21](=[CH:22][CH:23]=[C:14]([CH:13]=[N:12][NH:11][C:9]([O:8][CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[O:10])[CH:15]=3)[CH:20]=2)=[O:41])=[CH:37][CH:36]=1)([O-:34])=[O:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 907115-Nitrofuroyl chlorideHCID 136332176HCID 136332176, compound

Product 1

HCID 70432851HCID 70432851, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3.2 g of 6-(benzyloxycarbonylaminoiminomethyl)-2-naphthol in 40 ml of ethyl acetate, was added 1.2 g of triethylamine. To the resulting solution, while cooling in ice and stirring, was added 5-nitrofuran-2-carboxylic acid chloride. Thereafter the mixture was stirred overnight at room temperature. The precipitate was collected by filtration and washed with water to obtain 4.4 g of 6-(benzyloxycarbonylaminoiminomethyl)-2-naphthyl 5-nitrofuran-2-carboxylate, m.p.: 109°-112° C.

Workup

  1. temperatureTo the resulting solution, while cooling in ice
  2. stirringThereafter the mixture was stirred overnight at room temperature
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-afda084a37de42ad9a840c2d910844ea
Source dataset
uspto-grants-1987_01
Patent number
US04634783

Reaction notes

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