Hydrochloric Acid → 2-Amino-4-(3'-ethyl-2',4',6'-triiodophenyl)-benzoyl-d-glucosamine

HRID 1976509Notes

Reaction equation

HRID 1976509 reaction equation
[N+:1]([C:4]1[CH:35]=[C:34]([C:36]2[C:41]([I:42])=[CH:40][C:39]([I:43])=[C:38]([CH2:44][CH3:45])[C:37]=2[I:46])[CH:33]=[CH:32][C:5]=1[C:6]([C:8]1([O:26][C@H:25]([CH2:27][O:28]C(=O)C)[C@@H:20]([O:21]C(=O)C)[C@H:15]([O:16]C(=O)C)[C@H:13]1[NH2:14])[O:9]C(=O)C)=[O:7])([O-])=O.Cl>>[NH2:1][C:4]1[CH:35]=[C:34]([C:36]2[C:41]([I:42])=[CH:40][C:39]([I:43])=[C:38]([CH2:44][CH3:45])[C:37]=2[I:46])[CH:33]=[CH:32][C:5]=1[C:6]([C:8]1([O:26][C@H:25]([CH2:27][OH:28])[C@@H:20]([OH:21])[C@H:15]([OH:16])[C@H:13]1[NH2:14])[OH:9])=[O:7]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 865835212-nitro-4-(3'-ethyl-2', 4', 6'-triiodophenyl)-benzoyl-1,3,4,6-tetra-O-acetyl-D-glucosamine

Product 1

HCID 1317225482-Amino-4-(3'-ethyl-2',4',6'-triiodophenyl)-benzoyl-d-glucosamine

Procedure

2-nitro-4-(3′-ethyl-2′,4′,6′-triiodophenyl)-benzoyl-1,3,4,6-tetra-O-acetyl-D-glucosamine (15) is treated with stannous chloride and hydrochloric acid to yield 2-amino-4-(3′-ethyl-2′,4′,6′-triiodophenyl)-benzoyl-D-glucosamine (16).

Sources & evidence

ORD record
ord-6794744a5b694d29915d56fa82eb8e29
Source dataset
uspto-grants-2001_05
Patent number
US06226352B1

Reaction notes

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