Sodium Hydroxide → HCID 87750406, compound

HRID 1593204Notes

Reaction equation

Cl.[C:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[N:17]([CH3:18])[C:16]3[CH:19]=[CH:20][C:21]([C@@:23]([NH:32][CH2:33][C:34]([O:36][CH2:37][CH2:38][CH3:39])=[O:35])([C:25]([N:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)=[O:26])[CH3:24])=[CH:22][C:15]=3[N:14]=2)=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].O.[C:41]1([CH3:51])[CH:46]=[CH:45][C:44]([S:47]([OH:50])(=[O:49])=[O:48])=[CH:43][CH:42]=1.[OH-].[Na+]>C(O)CC.O>[C:41]1([CH3:51])[CH:42]=[CH:43][C:44]([S:47]([OH:50])(=[O:48])=[O:49])=[CH:45][CH:46]=1.[C:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[N:17]([CH3:18])[C:16]3[CH:19]=[CH:20][C:21]([C@@:23]([NH:32][CH2:33][C:34]([O:36][CH2:37][CH2:38][CH3:39])=[O:35])([C:25]([N:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)=[O:26])[CH3:24])=[CH:22][C:15]=3[N:14]=2)=[CH:7][CH:6]=1)(=[NH:3])[NH2:4]

Participants

Conditions

Temperature: 0 °C

Procedure

1.22 kg of the crude hydrochloride described above are dissolved with stirring in 1.05 L n-propanol and 5.6 L water by heating to 55° C. To this solution is added a solution of 530 g of p-toluenesulphonic acid monohydrate and 146 mL of a 50% sodium hydroxide solution in 4.2 L of water. The resulting mixture is cooled to 0° C. and stirred for 30 minutes at this temperature. The suspension is suction filtered and washed with 3.5 L of water. The filter cake is dried in the circulating air drier at 50° C. 0.70 kg of the p-toluenesulphonic acid salt of the title compound are obtained as a crude product.

Workup

filtrationsuction filtered
washwashed with 3.5 L of water
customThe filter cake is dried in the circulating air drier at 50° C

Sources & evidence

ORD record: ord-1e37685d56ed464cae75e638584fdcc6
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07294721B2

Reaction notes

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