Hydrochloric Acid → HCID 13561342, compound

HRID 2309859Notes

Reaction equation

HRID 2309859 reaction equation
[C:1]1([C:7]2[C:8]([C:18]3[CH:23]=[CH:22][C:21]([N:24]([CH3:26])[CH3:25])=[CH:20][CH:19]=3)=[C:9](S(C)(=O)=O)[CH:10]=[CH:11][C:12]=2C)C=CC=CC=1.[NH:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[C:28]1[C:36]([OH:38])=[O:37].Cl>C(O)C>[C:7]1([CH:8]([C:18]2[CH:19]=[CH:20][C:21]([N:24]([CH3:25])[CH3:26])=[CH:22][CH:23]=2)[C:29]2[C:30]3[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=3)[NH:27][C:28]=2[C:36]([OH:38])=[O:37])[CH:1]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 72899Indole-2-carboxylic acidHCID 20184822HCID 20184822, compound

Product 1

HCID 13561342HCID 13561342, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Proceeding in a manner similar to that described in Example 2 above, 20.5 g of [(phenyl)(4-dimethylaminophenyl)(4-methylphenylsulfonyl)]methane was interacted with 10.0 g of indole-2-carboxylic acid in the presence of 5.6 ml of concentrated hydrochloric acid in 140.0 ml of ethanol to obtain 3.34 g of [(phenyl)(4-dimethylaminophenyl)(2-carboxyindol-3-yl]methane (Formula XI: R1 =R2 =R3 =R4 =R11 =B"=H; R5 =N(CH3)2), a blue solid which melted at 213°-215° C. The nuclear magnetic resonance spectrum was consistent with the assigned structure. A toluene solution of the product spotted on an acid clay-coated paper slowly developed a purple-colored image and on a phenolic resin-coated paper slowly developed a dark blue-colored image.

Sources & evidence

ORD record
ord-754fa825e3b54d9da275dc1f88c648ce
Source dataset
uspto-grants-1987_09
Patent number
US04697018

Reaction notes

Loading…