Thionyl Chloride → HCID 10016649, compound

HRID 128830Notes

Reaction equation

HRID 128830 reaction equation
[Cl:1][C:2]1[N:3]([CH3:14])[C:4]2[C:9]([C:10]=1[C:11]([OH:13])=O)=[CH:8][CH:7]=[CH:6][CH:5]=2.O=S(Cl)Cl.[NH2:19][CH2:20][CH:21]([OH:24])[CH2:22][OH:23]>>[OH:24][CH:21]([CH2:22][OH:23])[CH2:20][NH:19][C:11]([C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]([CH3:14])[C:2]=1[Cl:1])=[O:13]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 735613-Amino-1,2-propanediolHCID 995221H-Indole-3-carboxylic acid, 2-chloro-1-methyl-

Product 1

HCID 10016649HCID 10016649, compoundYield 46%

Procedure

Similar reaction of 2-chloro-1-methylindole-3-carboxylic acid [XXI] with SOCl2 and 3-aminopropane-1,2-diol gave N-(2,3-dihydroxypropyl)-2-chloro-1-methylindole-3-carboxamide [XXII: R6 =H;, R7 =CH2CH(OH)CH2OH] (46%) as an oil.

Sources & evidence

ORD record
ord-b39ab1795f98458e9f2c6567675aac01
Source dataset
uspto-grants-1995_11
Patent number
US05464861

Reaction notes

Loading…