Reference

1,3-Benzodioxoles from pyrocatechols

1,3-Benzodioxoles from pyrocatechols.Some chemicals with cas registry numbers like 94-59-7 and 120-57-0 are also used. Takeuchi, Junji; Enomiya, Takuji; Nakamura, Takato (Ube Industries, Ltd., Japan). Japan. Kokai JP 51100077 3 Sep 1976 Showa, 4 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: IC: C07D317-12. APPLICATION: JP 75-23906 28 Feb 1975. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 62 1,3-Benzodioxoles I (R = CHO, allyl) were prepd. by cyclizing pyrocatechols II with methylene halides and alkali in a polar aprotic solvent in the presence of a Cu-Ni catalyst. Thus, 0.4 mol II (R = CHO) in Me2SO and 0.82 mol NaOH were added to 0.7 mol CH2Cl2 and 3.3 g 9:1 Cu-Ni in Me2SO at 100.degree.. The mixt. was refluxed for 1 h with an addnl. 0.05 mol NaOH and 0.15 mol CH2Cl2 and steam-distd. to give 92.2% I (R = CHO), vs. 78.6% without catalyst. Similarly, safrole was prepd. in 91.7% yield. .

Preparation of 2,3-(methylenedioxy)benzylamine derivaitves as intermediates for cotarnine

Preparation of 2,3-(methylenedioxy)benzylamine derivaitves as intermediates for cotarnine. Morita, Yoshiharu; Imaki, Naoshi; Takayanagi, Hisao; Shirasaka, Tadashi; Shimpuku, Tetsuro; Takuma, Yuki; Oishi, Mari (Mitsubishi Chemical Industries Co., Ltd., Japan). Eur. Pat.Some commonly used reagents like 108261-03-6 is used in this experiment. Appl. EP 214051 A2 11 Mar 1987, 70 pp. DESIGNATED STATES: R: BE, CH, DE, FR, GB, IT, LI, NL, SE. (European Patent Organization) CODEN: EPXXDW. CLASS: IC: C07D317-64; A61K031-36; C07D491-04. APPLICATION: EP 86-401866 22 Aug 1986. PRIORITY: JP 85-186963 26 Aug 1985; JP 85-206795 19 Sep 1985; JP 86-15366 27 Jan 1986. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) 1,3-Benzodioxole-5-methanamines I [R1 = H, Me; X = 4-MeC6H4SO2, R1; Y = R2OCH(OR3)CH2, R1; R2, R3 = alkyl] were prepd. as intermediates for the tetrahydrodioxoloisoquinoline cotarnine [II; R4 = OH, R5 = H (III)]. 4-Methoxy-1,3-benzodioxole-5-carboxaldehyde and MeNHCH2CH(OMe)2 were hydrogenated over Pd/C in ethanolic HCl to give I [R1 = X = Me, Y = (MeO)2CHCH2] which was cyclized by heating at 76° in 6N H2SO4 to give II (R4 = H, R5 = OH). The latter was hydrogenated over Pd/C in HOAc contg. H2SO4 to give II (R4 = R5 = H) which was hydroxylated by heating at 75° in EtOH with KOAc and a catalytic amt. of iodine to give III. .