Tris(hydroxymethyl)aminomethane → 2-((6-Chrysenylmethyl)amino)-2-hydroxymethyl-1,3-propanediol hydrochloride

HRID 1193719

Reaction equation

HRID 1193719 reaction equation
[ClH:1].[CH:2]1[C:19]2[CH:18]=[CH:17][C:16]3[C:7](=[CH:8][C:9]([CH2:20][NH:21][C:22]([CH3:27])([CH2:25][OH:26])[CH2:23][OH:24])=[C:10]4[C:15]=3[CH:14]=[CH:13][CH:12]=[CH:11]4)[C:6]=2[CH:5]=[CH:4][CH:3]=1.C1C2C=CC3C(=CC(C=[O:47])=C4C=3C=CC=C4)C=2C=CC=1.C(O)C(N)(CO)CO>CO.CCOCC>[ClH:1].[CH:2]1[C:19]2[CH:18]=[CH:17][C:16]3[C:7](=[CH:8][C:9]([CH2:20][NH:21][C:22]([CH2:27][OH:47])([CH2:23][OH:24])[CH2:25][OH:26])=[C:10]4[C:15]=3[CH:14]=[CH:13][CH:12]=[CH:11]4)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 124387746-ChrysenecarbaldehydeHCID 133752782-((6-Chrysenylmethyl)amino)-2-methyl-1,3-propanediol hydrochloride

Product 1

HCID 133753402-((6-Chrysenylmethyl)amino)-2-hydroxymethyl-1,3-propanediol hydrochloride

Reagents, catalysts & solvents 1

HCID 21864698Diethyl ether methanolSolvent

Procedure

Using the reductive amination procedure described in 1B, 6-chrysenecarbaldehyde (1A) and tris(hydroxymethyl)aminomethane (Aldrich) gave 2-((6-chrysenylmethyl)amino)-2-hydroxymethyl-1,3-propanediol hydrochloride, mp 238°-239° (dec), (CH3OH/Et2O), (C,H,Cl,N).

Sources & evidence

ORD record
ord-d5c5c51a09784c3a8f7f57dcae967000
Source dataset
uspto-grants-1989_03
Patent number
US04810727

Linked notes

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