Bromoacetic Acid → 18-[[3-(2-Carboxybutyl)-2,4,6-triiodophenyl]amino]-3,6,9-tris(carboxymethyl)-11,18-dioxo-3,6,9,12-tetraazaoctadecanoic acid

HRID 2258391Notes

Reaction equation

HRID 2258391 reaction equation
Br[CH2:2][C:3]([OH:5])=[O:4].[NH2:6][CH2:7][CH2:8][NH:9][CH2:10][CH2:11][NH:12][CH2:13][C:14]([NH:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([NH:24][C:25]1[C:26]([I:40])=[C:27]([CH2:33][CH:34]([CH2:38][CH3:39])[C:35]([OH:37])=[O:36])[C:28]([I:32])=[CH:29][C:30]=1[I:31])=[O:23])=[O:15]>O>[C:35]([CH:34]([CH2:38][CH3:39])[CH2:33][C:27]1[C:26]([I:40])=[C:25]([NH:24][C:22](=[O:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][NH:16][C:14](=[O:15])[CH2:13][N:12]([CH2:2][C:3]([OH:5])=[O:4])[CH2:11][CH2:10][N:9]([CH2:2][C:3]([OH:5])=[O:4])[CH2:8][CH2:7][N:6]([CH2:2][C:3]([OH:5])=[O:4])[CH2:2][C:3]([OH:5])=[O:4])[C:30]([I:31])=[CH:29][C:28]=1[I:32])([OH:37])=[O:36]

Participants

4

Reactant 2

HCID 6227Bromoacetic AcidHCID 229213963-[6-[[[2-[(2-Aminoethyl)amino]ethyl]amino]acetyl amino]-1-oxohexyl]amino-alpha-ethyl-2,4,6-triiodobenzenepropanoic acid

Product 1

HCID 1041912618-[[3-(2-Carboxybutyl)-2,4,6-triiodophenyl]amino]-3,6,9-tris(carboxymethyl)-11,18-dioxo-3,6,9,12-tetraazaoctadecanoic acidYield 41.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

According to the procedure described in Example 1, 52.1 g of bromoacetic acid (0.375 mol) are reacted with 62 g of compound (B) 3-[6- [[[2-[(aminoethyl)amino]ethyl]amino]acetylamino]-1-oxohexyl]amino-α-ethyl-2,4,6-triiodobenzenepropanoic acid (0.075 mol) in 400 ml of H2O. 32.9 g of 18-[[3-(2-carboxybutyl)-2,4,6-triiodophenyl]amino]-3,6,9-tris(carboxymethyl)-11,18-dioxo-3,6,9,12-tetraazaoctadecanoic acid (0.031 mol) are obtained.

Sources & evidence

ORD record
ord-12e3ee97c06b45208740793005b25f61
Source dataset
uspto-grants-1997_08
Patent number
US05660814

Reaction notes

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