Ethanolamine → HCID 178428743, compound

HRID 276543Notes

Reaction equation

HRID 276543 reaction equation
C[CH2:2][C:3]([NH2:8])([CH3:7])[C:4](O)=O.Cl.N[C:11]([CH3:17])([CH3:16])[C:12](OC)=O.OC[C:20]([NH2:23])(C)C.OCCN.O=[S:29](Cl)Cl.CC1[C:38]([N+:39]([O-:41])=[O:40])=[CH:37][CH:36]=CC=1N=C=S>>[CH3:16][C:11]1[CH:17]=[C:38]([N+:39]([O-:41])=[O:40])[CH:37]=[CH:36][C:12]=1[N:23]=[C:20]1[NH:8][C:3]([CH3:7])([CH3:4])[CH2:2][S:29]1

Participants

7

Reactant 6

HCID 700EthanolamineHCID 118072-Amino-2-methyl-1-propanolHCID 24386Thionyl ChlorideHCID 94744IsovalineHCID 13258034Methyl 2-aminoisobutyrate hydrochlorideHCID 183165131-Isothiocyanato-2-methyl-3-nitrobenzene

Product 1

HCID 178428743HCID 178428743, compound

Procedure

Methyl aminoisobutyric acid was converted to methyl aminoisobutyrate HCl salt according to method B1c, Step 1. The ester was reduced to 3-hydroxy-2-methyl-2-propylamine according to Method B1c, Step 2. The 2-hydroxyethylamine was treated with SOCl2 according to Method B7b, followed by 2-methyl-3-nitrophenyl isothiocyanate according to Method C1a to give 2-(2-methyl-4-nitrophenylimino)-4,4-dimethyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford 2-(2-methyl-4-nitrophenylimino)-4,4-dimethyl-3-isobutyl-1,3-thiazolidine.

Sources & evidence

ORD record
ord-e33ee083dd0f421f87716deef104a797
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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