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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• 241001062009 Indigofera Species 0.000 claims description 14
• 235000000177 Indigofera tinctoria Nutrition 0.000 claims description 14
• 229940097275 Indigo Drugs 0.000 claims description 13
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 13
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
• WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
• PTWYQANXSNMUTI-YPKPFQOOSA-N (2Z)-5,7-dibromo-2-(5,7-dibromo-3-oxo-1H-indol-2-ylidene)-1H-indol-3-one Chemical compound N1C=2C(Br)=CC(Br)=CC=2C(=O)\C1=C(C1=O)\NC2=C1C=C(Br)C=C2Br PTWYQANXSNMUTI-YPKPFQOOSA-N 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
• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 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
• 239000003153 chemical reaction reagent Substances 0.000 claims 1
• 239000007858 starting material Substances 0.000 claims 1
• 238000003756 stirring Methods 0.000 claims 1
• 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
• LTMHDMANZUZIPE-YUICGFAKSA-N 3-[(3S,5R,8R,9S,10S,12R,13S,14S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetrade 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(CCC([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-YUICGFAKSA-N 0.000 description 1
• 241000854350 Enicospilus group Species 0.000 description 1
• 125000004429 atoms Chemical group 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
• 230000000875 corresponding Effects 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 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