Thiophene → Z-N-[3-(5-(4-Fluorophenylmethyl)-fur-2-yl)-1-methyl-2-propenyl]-N-hydroxyurea

HRID 1720440Notes

Reaction equation

S1C=CC=C1.CC(N(O)C(N)=[O:12])C#C.[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]2S[C:26]([C:28]#[C:29][CH:30]([N:32]([OH:36])[C:33]([NH2:35])=[O:34])[CH3:31])=[CH:25][CH:24]=2)=[CH:18][CH:17]=1>>[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]2[O:12][C:26](/[CH:28]=[CH:29]\[CH:30]([N:32]([OH:36])[C:33]([NH2:35])=[O:34])[CH3:31])=[CH:25][CH:24]=2)=[CH:18][CH:17]=1

Participants

Reactant 3

HCID 8030Thiophene

HCID 9883481Cox/5-LO-IN-1

HCID 19963264N-hydroxy-N-(butyn-2-yl)urea

Product 1

HCID 86749396Z-N-[3-(5-(4-Fluorophenylmethyl)-fur-2-yl)-1-methyl-2-propenyl]-N-hydroxyurea

Procedure

The desired compound is prepared according to the method of Example 1, except substituting furan for thiophene, and substituting N-(3-butyn-2-yl)N-hydroxyurea, prepared as in Example 3, step 2, for (R) N-(3-butyn-2-yl)N-hydroxyurea.

Sources & evidence

ORD record: ord-72eacf966fac4b58a45693508b6153a8
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05506261

Reaction notes

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