Aniline → HCID 13723407, compound

HRID 1732115Notes

Reaction equation

HRID 1732115 reaction equation
[NH:1]([C:8]1[O:9][CH2:10][C:11](=O)[C:12]=1[C:13]([OH:15])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.[NH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>C(Cl)Cl>[C:2]1([NH:1][C:8]([C:12]2[C:13](=[O:15])[O:14][CH2:10][C:11]=2[NH:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6115AnilineHCID 8471TriethylamineHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 69191962-Anilino-4-oxo-4,5-dihydrofuran-3-carboxylic acid

Product 1

HCID 13723407HCID 13723407, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title derivative was obtained by a procedure similar to that described in Example 8 starting with 2-anilino-4-oxo-3-furoic acid (7.01 grams, 0.032 mol), triethylamine (8.98 ml, 0.064 mol), BOP-Cl (8.15 grams, 0.032 mol) and aniline (2.95 ml, 0.32 mol) dissolved in 100 ml methylene chloride. Yield: 7.37 g, mp 175°-176° C.

Workup

  1. customThe title derivative was obtained by a procedure similar to

Sources & evidence

ORD record
ord-57afd67e8883426e9d57e70581247aec
Source dataset
uspto-grants-1986_11
Patent number
US04625040

Reaction notes

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