Thionyl Chloride → HCID 117699166, compound

HRID 1049778Notes

Reaction equation

HRID 1049778 reaction equation
[Cl:1][C:2]1[C:3]([C:8]([OH:10])=O)=[N:4][CH:5]=[CH:6][CH:7]=1.S(Cl)(Cl)=O.[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:28](=[O:29])[CH2:27][C:26](=[O:30])[NH:25][C:24]3[C:31]4[C:36]([CH:37]=[CH:38][C:23]2=3)=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:18][CH:17]=1>ClC(Cl)C>[Cl:1][C:2]1[C:3]([C:8]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C:28](=[O:29])[CH2:27][C:26](=[O:30])[NH:25][C:24]4[C:31]5[C:36]([CH:37]=[CH:38][C:23]3=4)=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:18][CH:17]=2)=[O:10])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 8246323-Chloropyridine-2-carboxylic acidHCID 1176991675-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione

Product 1

HCID 117699166HCID 117699166, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

3-Chloropyridine-2-carboxylic acid (47 mg, 0.3 mmol) was treated with thionyl chloride in dichloroethane, and then by using the resultant together with 5-(4-aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (63 mg, 0.2 mmol) obtained in Example 1, (3), the title compound (41 mg, yield 45%) was obtained as pale brown crystals in the same manner as that of Example 1, (4).

Sources & evidence

ORD record
ord-700b6d909bea4caa89822cf015d6db01
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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