2-Amino-2-methyl-1,3-propanediol → 2-(((10-Chloro-1-anthracenyl)methyl)amino)-2-methyl-1,3-propanediol methanesulfonate

HRID 2413663Notes

Reaction equation

HRID 2413663 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].ClC1C2C(=CC=CC=2)C(CNC(O)C(C)CO)=C2C=1C=CC=C2.[Cl:29][C:30]1[C:43]2[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:37]=[C:36]2[C:31]=1[CH:32]=[CH:33][CH:34]=[C:35]2[CH:44]=O.[NH2:46][C:47]([CH3:52])([CH2:50][OH:51])[CH2:48]O>>[CH3:1][S:2]([O:5][CH2:48][C:47]([NH:46][CH2:44][C:35]1[C:36]2[C:31](=[C:30]([Cl:29])[C:43]3[C:38]([CH:37]=2)=[CH:39][CH:40]=[CH:41][CH:42]=3)[CH:32]=[CH:33][CH:34]=1)([CH3:52])[CH2:50][OH:51])(=[O:4])=[O:3]

Participants

4

Reactant 3

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 1439124510-Chloroanthracene-1-carbaldehydeHCID 86741972((10-Chloro9-anthracenyl)methyl)amino-2-methyl-1,3-propanediol methanesulfonate

Product 1

HCID 1317154252-(((10-Chloro-1-anthracenyl)methyl)amino)-2-methyl-1,3-propanediol methanesulfonate

Procedure

Using the reductive amination procedure described in 2B, 10-chloroanthracene-1-carbaldehyde (37D) and 2-amino-2-methyl-1,3-propanediol (Aldrich) gave 2-(((10-chloro-1-anthracenyl)methyl)amino)-2-methyl-1,3-propanediol methanesulfonate.9/20H2O mp 230°-231° (dec), (EtOH/Et2O), (C, H, Cl, N, S).

Sources & evidence

ORD record
ord-28523cf520ac43adaf858dbf8d1c8f23
Source dataset
uspto-grants-1988_01
Patent number
US04719049

Reaction notes

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