Tetrahydrofuran → HCID 22011330, compound

HRID 568013Notes

Reaction equation

HRID 568013 reaction equation
C([C:5]1[C:10](O[SiH](C)C)=[C:9]([N+:15]([O-:17])=[O:16])[CH:8]=[CH:7][C:6]=1[N:18]=[C:19]=[O:20])(C)(C)C.[NH:21]([C:28]1[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=1[NH2:30])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C1C[O:38]CC1>>[OH:38][C:5]1[CH:10]=[C:9]([N+:15]([O-:17])=[O:16])[CH:8]=[CH:7][C:6]=1[NH:18][C:19]([NH:30][C:29]1[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=1[NH:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:20]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 68297N-Phenyl-o-phenylenediamineHCID 131720769HCID 131720769, compound

Product 1

HCID 22011330HCID 22011330, compound

Procedure

The urea was synthesized by the treatment of 2-tertbutyldimethylsilyloxy 4-nitrophenyl isocyanate(example 9a, 0.419 g, 1.5 equiv.) with 2-anilino aniline(0.184 g, 1 equiv.) in THF overnight at 40° C. The desired product precipitated out of the reaction mixture(30 mg, 8%). EI-MS m/z 365(M+H)+.

Workup

  1. customThe desired product precipitated out of the reaction mixture(30 mg, 8%)

Sources & evidence

ORD record
ord-863d04b075584ef3b95b83eb16efb3cd
Source dataset
uspto-grants-2001_01
Patent number
US06180675B2

Reaction notes

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