DE223544C - - Google Patents

Info

Publication number

DE223544C

DE223544C DE1907223544D DE223544DA DE223544C DE 223544 C DE223544 C DE 223544C DE 1907223544 D DE1907223544 D DE 1907223544D DE 223544D A DE223544D A DE 223544DA DE 223544 C DE223544 C DE 223544C

Authority

DE

Germany

Prior art keywords

indigo

bromine

temperature

sulfuric acid

concentrated sulfuric

Prior art date

1907-10-04

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Lifetime

Links

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• 235000000177 Indigofera tinctoria Nutrition 0.000 claims description 14
• 229940097275 indigo Drugs 0.000 claims description 13
• COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims description 13
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 13
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
• 229910052794 bromium Inorganic materials 0.000 claims description 7
• ZLHGTHCCYUEAIK-UHFFFAOYSA-N 5,7-dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one Chemical compound [O-]c1c([nH]c2c(Br)cc(Br)cc12)C1=[NH+]c2c(cc(Br)cc2Br)C1=O ZLHGTHCCYUEAIK-UHFFFAOYSA-N 0.000 claims description 4
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
• 230000031709 bromination Effects 0.000 claims description 4
• 238000005893 bromination reaction Methods 0.000 claims description 4
• 238000000034 method Methods 0.000 claims description 4
• 238000001816 cooling Methods 0.000 claims description 3
• 229960000583 acetic acid Drugs 0.000 claims description 2
• 239000012362 glacial acetic acid Substances 0.000 claims description 2
• 239000003960 organic solvent Substances 0.000 claims description 2
• 239000012188 paraffin wax Substances 0.000 claims description 2
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
• GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 2
• 229910017604 nitric acid Inorganic materials 0.000 claims 2
• 239000003153 chemical reaction reagent Substances 0.000 claims 1
• 239000007858 starting material Substances 0.000 claims 1
• 238000003756 stirring Methods 0.000 claims 1
• 241001062009 Indigofera Species 0.000 description 6
• 239000000975 dye Substances 0.000 description 4
• 238000006243 chemical reaction Methods 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• 241000854350 Enicospilus group Species 0.000 description 1
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 239000003086 colorant Substances 0.000 description 1
• 150000001875 compounds Chemical class 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• LTMHDMANZUZIPE-PUGKRICDSA-N digoxin Chemical compound C1[C@H](O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O LTMHDMANZUZIPE-PUGKRICDSA-N 0.000 description 1
• 230000019635 sulfation Effects 0.000 description 1
• 238000005670 sulfation reaction Methods 0.000 description 1
• 239000000725 suspension Substances 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1