Sodium Dithionite → HCID 13467592, compound

HRID 260207Notes

Reaction equation

[Br-].[C:2]([C:5]1[CH:6]=[N+:7]([CH2:11][CH2:12][CH2:13][C:14](=[O:24])[NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:4])[NH2:3].S(S([O-])=O)([O-])=O.[Na+].[Na+]>>[C:2]([C:5]1[CH2:10][CH:9]=[CH:8][N:7]([CH2:11][CH2:12][CH2:13][C:14](=[O:24])[NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=1)(=[O:4])[NH2:3]

Participants

Reactant 2

HCID 24489Sodium Dithionite

HCID 13467588HCID 13467588, compound

Product 1

HCID 13467592HCID 13467592, compoundYield 70.3%

Procedure

The product of Example 125 (3.92 g, 0.01 tool) was reduced with sodium dithionite (6.96 g, 0.04 mol) according to the procedure of Example 126. A yield of 2.2 g (65% ) of the title compound was obtained as an orange-yellow amorphous powder, m.p. 55°-60° C. UV max (methanol) 358 nm; IR (CHCl3) 3325 (NH), 1682 (CO), 1645 (CO) cm-1. Anal. calc. for C18H23N3O2. 3/4H2O: C,66.07; H,7.49; N,12.85. Found: C,66.05; H,7.56; N,12.84. The structure of the product was further confirmed by PMR to be: ##STR1505##

Sources & evidence

ORD record: ord-4d2e481e70764df6ae052c525b3dad3a
Source dataset: uspto-grants-1996_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05525727

Reaction notes

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