SU156951A1 - - Google Patents

Info

Publication number

SU156951A1

SU156951A1 SU746323A SU746323A SU156951A1 SU 156951 A1 SU156951 A1 SU 156951A1 SU 746323 A SU746323 A SU 746323A SU 746323 A SU746323 A SU 746323A SU 156951 A1 SU156951 A1 SU 156951A1

Authority

SU

USSR - Soviet Union

Prior art keywords

trimethyl

methylenindoline

methyl

yield

mass

Prior art date

Links

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• Global Dossier
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• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
• 238000000034 method Methods 0.000 description 5
• BHNHHSOHWZKFOX-UHFFFAOYSA-N 2-methyl-1H-indole Chemical compound C1=CC=C2NC(C)=CC2=C1 BHNHHSOHWZKFOX-UHFFFAOYSA-N 0.000 description 4
• 239000000047 product Substances 0.000 description 4
• ZTUKGBOUHWYFGC-UHFFFAOYSA-N 1,3,3-trimethyl-2-methylideneindole Chemical compound C1=CC=C2N(C)C(=C)C(C)(C)C2=C1 ZTUKGBOUHWYFGC-UHFFFAOYSA-N 0.000 description 3
• PYFVEIDRTLBMHG-UHFFFAOYSA-N 2,3-dimethyl-1h-indole Chemical compound C1=CC=C2C(C)=C(C)NC2=C1 PYFVEIDRTLBMHG-UHFFFAOYSA-N 0.000 description 3
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
• 238000006243 chemical reaction Methods 0.000 description 3
• CZXGXYBOQYQXQD-UHFFFAOYSA-N methyl benzenesulfonate Chemical compound COS(=O)(=O)C1=CC=CC=C1 CZXGXYBOQYQXQD-UHFFFAOYSA-N 0.000 description 3
• 230000011987 methylation Effects 0.000 description 3
• 238000007069 methylation reaction Methods 0.000 description 3
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
• 229910021529 ammonia Inorganic materials 0.000 description 2
• 239000012022 methylating agents‎ Substances 0.000 description 2
• VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
• VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
• 238000002360 preparation method Methods 0.000 description 2
• LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical class CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
• BGXWEEHVMWADRH-UHFFFAOYSA-N 5-methoxy-1,3,3-trimethyl-2-methylideneindole Chemical compound COC1=CC=C2N(C)C(=C)C(C)(C)C2=C1 BGXWEEHVMWADRH-UHFFFAOYSA-N 0.000 description 1
• GZSTUEGIANKNTE-UHFFFAOYSA-N 5-methoxy-2,3-dimethyl-1h-indole Chemical compound COC1=CC=C2NC(C)=C(C)C2=C1 GZSTUEGIANKNTE-UHFFFAOYSA-N 0.000 description 1
• VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 238000004821 distillation Methods 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 150000002475 indoles Chemical class 0.000 description 1
• INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
• 229910052753 mercury Inorganic materials 0.000 description 1
• -1 methyl benzenesulfonic acid ester Chemical class 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 239000011780 sodium chloride Substances 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1