HCID 69053543, compound → Hydrochloric Acid

HRID 729929Notes

Reaction equation

O.[ClH:2].C(N(CC)CC[O:8]C1C=CC(C(N2CC(=CC3C=CC=CC=3)C(=O)C(=CC3C=CC=CC=3)C2)=O)=CC=1)C.[CH2:40]([N:42]([CH2:45][CH2:46][O:47][C:48]1[CH:53]=[CH:52][C:51]([C:54](N2CC(=CC3C=CC=CC=3)C(=O)C(=CC3C=CC=CC=3)C2)=[O:55])=[CH:50][CH:49]=1)[CH2:43][CH3:44])[CH3:41].Cl.[S:78]1[CH:82]=[CH:81][CH:80]=[C:79]1[CH:83]=[C:84]1[C:89](=[O:90])[C:88](=[CH:91][C:92]2[S:93][CH:94]=[CH:95][CH:96]=2)[CH2:87][NH:86][CH2:85]1>>[ClH:2].[OH2:8].[ClH:2].[CH2:43]([N:42]([CH2:40][CH3:41])[CH2:45][CH2:46][O:47][C:48]1[CH:49]=[CH:50][C:51]([C:54]([N:86]2[CH2:85][C:84](=[CH:83][C:79]3[S:78][CH:82]=[CH:81][CH:80]=3)[C:89](=[O:90])[C:88](=[CH:91][C:92]3[S:93][CH:94]=[CH:95][CH:96]=3)[CH2:87]2)=[O:55])=[CH:52][CH:53]=1)[CH3:44]

Participants

Reactant 2

HCID 69053543HCID 69053543, compound

HCID 131727601HCID 131727601, compound

Product 2

HCID 313Hydrochloric Acid

HCID 69057659HCID 69057659, compound

Procedure

Following the above procedure described for compound 4a, the reaction of 3,5-bis(thiophen-2-ylmethylene)-piperidin-4-one with V. HCl (X=CO, T=OH, Y=O, o=2, Z=N(C2H5)2) (0.015 mol) afforded 9a, m.p. 193-194° in 82% yield. δ (CDCl3): 1.44-1.47 (t, 6H, 2×CH3), 3.17-3.31 (m, 4H, 2×NCH2), 3.56 (br s, 2H, NCH2), 4.53 (t, 2H, OCH2), 4.93 (br s, 4H, 2×NCH2), 6.75-6.77 (d, 2H, C2—H &C6—H), 7.18-7.19 (t, 2H, 2×C3′—H), 7.38-7.40 (d, 4H, C3—H, C5—H & 2×C4′—H), 7.66-7.67 (d, 2H, C2′—H), 12.67 (s, 1H, NH). Found C, 59.90%; H, 5.76%; N, 4.81%. C28H31ClN2O3S2.H2O requires C, 59.92%; H, 5.56%; N, 4.99%.

Sources & evidence

ORD record: ord-ee8453bee1604df8b70c1989430e11a7
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582655B2

Reaction notes

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