Dimethylformamide diethylacetal → HCID 54498331, compound

HRID 1359008Notes

Reaction equation

[CH3:1][CH:2]1[S:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:12])[CH2:3]1.C(O[CH:16](OCC)[N:17]([CH3:19])[CH3:18])C>>[CH3:16][N:17]([CH:19]=[C:3]1[CH:2]([CH3:1])[S:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=[O:12])[CH3:18]

Participants

Reactant 2

HCID 70913Dimethylformamide diethylacetal

HCID 5860444H-1-Benzothiopyran-4-one, 2,3-dihydro-2-methyl-

Product 1

HCID 54498331HCID 54498331, compound

Procedure

3,4-Dihydro-2-dimethylaminomethylene-3-methyl-4-thia-1(2H)-naphthalenone was prepared from 3,4-dihydro-3-methyl-4-thia-1(2H)naphthalenone (1.55 mg, 0.87 mmol),[Clayton, S E et al. Tetrahedron (1993) 49, 939], and N,N-dimethyl formamide diethylacetal (2 ml) to give the compound as yellow crystals (161 mg). δH (CDCl3) 8.12 (1H, dd, J 1.5, 7.8 Hz), 7.50 (1H, s), 7.34-7.16 (3H, m), 4.36 (1H, q, J 7.1 Hz), 3.16 (6H, s) and 1.57 (1H, d, J 7.0 Hz). MS (ES+) 234 (MH+, 100%).

Sources & evidence

ORD record: ord-b2be936b72184571a44c6427fa645858
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06599908B1

Reaction notes

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